메뉴 건너뛰기




Volumn 59, Issue 21, 2016, Pages 9645-9667

The Medicinal Chemistry of Therapeutic Oligonucleotides

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; LOCKED NUCLEIC ACID; METHYLPHOSPHONIC ACID; NUCLEIC ACID; NUCLEIC ACID BASE; OLIGONUCLEOTIDE; PEPTIDE NUCLEIC ACID; PHOSPHORAMIDIC ACID DERIVATIVE; PHOSPHOROTHIOIC ACID; PURINE; PYRIMIDINE DERIVATIVE; SMALL INTERFERING RNA; SUGAR; THYMINE;

EID: 84994817779     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/acs.jmedchem.6b00551     Document Type: Review
Times cited : (309)

References (287)
  • 1
    • 77949512140 scopus 로고    scopus 로고
    • RNA Targeting Therapeutics: Molecular Mechanisms of Antisense Oligonucleotides as a Therapeutic Platform
    • Bennett, C. F.; Swayze, E. E. RNA Targeting Therapeutics: Molecular Mechanisms of Antisense Oligonucleotides as a Therapeutic Platform Annu. Rev. Pharmacol. Toxicol. 2010, 50, 259-293 10.1146/annurev.pharmtox.010909.105654
    • (2010) Annu. Rev. Pharmacol. Toxicol. , vol.50 , pp. 259-293
    • Bennett, C.F.1    Swayze, E.E.2
  • 2
    • 84907312881 scopus 로고    scopus 로고
    • Oligonucleotide Aptamers: New Tools for Targeted Cancer Therapy
    • Sun, H.; Zhu, X.; Lu, P. Y.; Rosato, R. R.; Tan, W.; Zu, Y. Oligonucleotide Aptamers: New Tools for Targeted Cancer Therapy Mol. Ther. - Nucleic Acids 2014, 3, e182 10.1038/mtna.2014.32
    • (2014) Mol. Ther. - Nucleic Acids , vol.3 , pp. e182
    • Sun, H.1    Zhu, X.2    Lu, P.Y.3    Rosato, R.R.4    Tan, W.5    Zu, Y.6
  • 3
    • 0032720361 scopus 로고    scopus 로고
    • Mechanisms and Applications of Immune Stimulatory CpG Oligodeoxynucleotides
    • Krieg, A. M. Mechanisms and Applications of Immune Stimulatory CpG Oligodeoxynucleotides Biochim. Biophys. Acta, Gene Struct. Expression 1999, 1489, 107-116 10.1016/S0167-4781(99)00147-5
    • (1999) Biochim. Biophys. Acta, Gene Struct. Expression , vol.1489 , pp. 107-116
    • Krieg, A.M.1
  • 6
    • 61349102407 scopus 로고    scopus 로고
    • Ribonuclease H: The Enzymes in Eukaryotes
    • Cerritelli, S. M.; Crouch, R. J. Ribonuclease H: The Enzymes in Eukaryotes FEBS J. 2009, 276, 1494-1505 10.1111/j.1742-4658.2009.06908.x
    • (2009) FEBS J. , vol.276 , pp. 1494-1505
    • Cerritelli, S.M.1    Crouch, R.J.2
  • 7
    • 4444302947 scopus 로고    scopus 로고
    • Crystal Structure of Argonaute and its Implications for RISC Slicer Activity
    • Song, J. J.; Smith, S. K.; Hannon, G. J.; Joshua-Tor, L. Crystal Structure of Argonaute and its Implications for RISC Slicer Activity Science 2004, 305, 1434-1437 10.1126/science.1102514
    • (2004) Science , vol.305 , pp. 1434-1437
    • Song, J.J.1    Smith, S.K.2    Hannon, G.J.3    Joshua-Tor, L.4
  • 8
    • 84921996531 scopus 로고    scopus 로고
    • Antisense Oligonucleotide-Based Therapies for Diseases Caused by pre-mRNA Processing Defects
    • Yeo, G. W. Springer: New York
    • Rigo, F.; Seth, P.; Bennett, C. F. Antisense Oligonucleotide-Based Therapies for Diseases Caused by pre-mRNA Processing Defects. In Systems Biology of RNA Binding Proteins; Yeo, G. W., Ed.; Springer: New York, 2014; Vol. 825, pp 303-352.
    • (2014) Systems Biology of RNA Binding Proteins , vol.825 , pp. 303-352
    • Rigo, F.1    Seth, P.2    Bennett, C.F.3
  • 9
    • 84856431819 scopus 로고    scopus 로고
    • RNA Therapeutics: Beyond RNA Interference and Antisense Oligonucleotides
    • Kole, R.; Krainer, A. R.; Altman, S. RNA Therapeutics: Beyond RNA Interference and Antisense Oligonucleotides Nat. Rev. Drug Discovery 2012, 11, 125-140 10.1038/nrd3625
    • (2012) Nat. Rev. Drug Discovery , vol.11 , pp. 125-140
    • Kole, R.1    Krainer, A.R.2    Altman, S.3
  • 10
    • 22144437679 scopus 로고    scopus 로고
    • Silence from Within: Endogenous siRNAs and miRNAs
    • Sontheimer, E. J.; Carthew, R. W. Silence from Within: Endogenous siRNAs and miRNAs Cell 2005, 122, 9-12 10.1016/j.cell.2005.06.030
    • (2005) Cell , vol.122 , pp. 9-12
    • Sontheimer, E.J.1    Carthew, R.W.2
  • 11
    • 33646715590 scopus 로고    scopus 로고
    • Improved Targeting of miRNA with Antisense Oligonucleotides
    • Davis, S.; Lollo, B.; Freier, S.; Esau, C. Improved Targeting of miRNA with Antisense Oligonucleotides Nucleic Acids Res. 2006, 34, 2294-2304 10.1093/nar/gkl183
    • (2006) Nucleic Acids Res. , vol.34 , pp. 2294-2304
    • Davis, S.1    Lollo, B.2    Freier, S.3    Esau, C.4
  • 15
    • 67649271530 scopus 로고    scopus 로고
    • Antisense Oligonucleotide Pharmacokinetics and Metabolism
    • Geary, R. S. Antisense Oligonucleotide Pharmacokinetics and Metabolism Expert Opin. Drug Metab. Toxicol. 2009, 5, 381-391 10.1517/17425250902877680
    • (2009) Expert Opin. Drug Metab. Toxicol. , vol.5 , pp. 381-391
    • Geary, R.S.1
  • 16
    • 84926429679 scopus 로고    scopus 로고
    • Unnatural Nucleoside Analogs for Antisense Therapy
    • Wiley-VCH Verlag GmbH & Co. KGaA: New York
    • Seth, P. P.; Swayze, E. E. Unnatural Nucleoside Analogs for Antisense Therapy. In Natural Products in Medicinal Chemistry; Wiley-VCH Verlag GmbH & Co. KGaA: New York, 2014; pp 403-440.
    • (2014) Natural Products in Medicinal Chemistry , pp. 403-440
    • Seth, P.P.1    Swayze, E.E.2
  • 17
    • 0026410967 scopus 로고
    • Destabilization of the Duplex and the High-Salt Z-form of Poly(dG-methyl5dC) by Substitution of Ethyl for the 5-Methyl Group
    • Sagi, J.; Szemzo, A.; Otvos, L.; Vorlickova, M.; Kypr, J. Destabilization of the Duplex and the High-Salt Z-form of Poly(dG-methyl5dC) by Substitution of Ethyl for the 5-Methyl Group Int. J. Biol. Macromol. 1991, 13, 329-336 10.1016/0141-8130(91)90013-K
    • (1991) Int. J. Biol. Macromol. , vol.13 , pp. 329-336
    • Sagi, J.1    Szemzo, A.2    Otvos, L.3    Vorlickova, M.4    Kypr, J.5
  • 18
    • 0027246678 scopus 로고
    • Antisense Gene Inhibition by Oligonucleotides Containing C-5 propyne pyrimidines
    • Wagner, R. W.; Matteucci, M. D.; Lewis, J. G.; Gutierrez, A. J.; Moulds, C.; Froehler, B. C. Antisense Gene Inhibition by Oligonucleotides Containing C-5 propyne pyrimidines Science 1993, 260, 1510-1513 10.1126/science.7684856
    • (1993) Science , vol.260 , pp. 1510-1513
    • Wagner, R.W.1    Matteucci, M.D.2    Lewis, J.G.3    Gutierrez, A.J.4    Moulds, C.5    Froehler, B.C.6
  • 19
    • 0029943016 scopus 로고    scopus 로고
    • Potent and Selective Inhibition of Gene Expression by an Antisense Heptanucleotide
    • Wagner, R. W.; Matteucci, M. D.; Grant, D.; Huang, T.; Froehler, B. C. Potent and Selective Inhibition of Gene Expression by an Antisense Heptanucleotide Nat. Biotechnol. 1996, 14, 840-844 10.1038/nbt0796-840
    • (1996) Nat. Biotechnol. , vol.14 , pp. 840-844
    • Wagner, R.W.1    Matteucci, M.D.2    Grant, D.3    Huang, T.4    Froehler, B.C.5
  • 20
    • 0031046722 scopus 로고    scopus 로고
    • Antisense Gene Inhibition by C-5-Substituted Deoxyuridine-Containing Oligodeoxynucleotides
    • Gutierrez, A. J.; Matteucci, M. D.; Grant, D.; Matsumura, S.; Wagner, R. W.; Froehler, B. C. Antisense Gene Inhibition by C-5-Substituted Deoxyuridine-Containing Oligodeoxynucleotides Biochemistry 1997, 36, 743-748 10.1021/bi9620971
    • (1997) Biochemistry , vol.36 , pp. 743-748
    • Gutierrez, A.J.1    Matteucci, M.D.2    Grant, D.3    Matsumura, S.4    Wagner, R.W.5    Froehler, B.C.6
  • 21
    • 0028124707 scopus 로고
    • 5-Heteroaryl-2′-deoxyuridine Analogs. Synthesis and Incorporation into High-Affinity Oligonucleotides
    • Gutierrez, A. J.; Terhorst, T. J.; Matteucci, M. D.; Froehler, B. C. 5-Heteroaryl-2′-deoxyuridine Analogs. Synthesis and Incorporation into High-Affinity Oligonucleotides J. Am. Chem. Soc. 1994, 116, 5540-5544 10.1021/ja00092a003
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 5540-5544
    • Gutierrez, A.J.1    Terhorst, T.J.2    Matteucci, M.D.3    Froehler, B.C.4
  • 22
    • 0028908575 scopus 로고
    • Tricyclic 2′-Deoxycytidine Analogs: Syntheses and Incorporation into Oligodeoxynucleotides which have Enhanced Binding to Complementary RNA
    • Lin, K.-Y.; Jones, R. J.; Matteucci, M. Tricyclic 2′-Deoxycytidine Analogs: Syntheses and Incorporation into Oligodeoxynucleotides which have Enhanced Binding to Complementary RNA J. Am. Chem. Soc. 1995, 117, 3873-3874 10.1021/ja00118a026
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 3873-3874
    • Lin, K.-Y.1    Jones, R.J.2    Matteucci, M.3
  • 23
    • 0037016256 scopus 로고    scopus 로고
    • Direct Observation of a Cytosine Analogue that Forms Five Hydrogen Bonds to Guanosine: Guanidino G-Clamp
    • Wilds, C. J.; Maier, M. A.; Tereshko, V.; Manoharan, M.; Egli, M. Direct Observation of a Cytosine Analogue that Forms Five Hydrogen Bonds to Guanosine: Guanidino G-Clamp Angew. Chem., Int. Ed. 2002, 41, 115-117 10.1002/1521-3773(20020104)41:1<115::AID-ANIE115>3.0.CO;2-R
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 115-117
    • Wilds, C.J.1    Maier, M.A.2    Tereshko, V.3    Manoharan, M.4    Egli, M.5
  • 25
    • 84898070514 scopus 로고    scopus 로고
    • High-Affinity RNA Targeting by Oligonucleotides Displaying Aromatic Stacking and Amino Groups in the Major Groove. Comparison of Triazoles and Phenyl Substituents
    • Kumar, P.; Hornum, M.; Nielsen, L. J.; Enderlin, G.; Andersen, N. K.; Len, C.; Herve, G.; Sartori, G.; Nielsen, P. High-Affinity RNA Targeting by Oligonucleotides Displaying Aromatic Stacking and Amino Groups in the Major Groove. Comparison of Triazoles and Phenyl Substituents J. Org. Chem. 2014, 79, 2854-2863 10.1021/jo4025896
    • (2014) J. Org. Chem. , vol.79 , pp. 2854-2863
    • Kumar, P.1    Hornum, M.2    Nielsen, L.J.3    Enderlin, G.4    Andersen, N.K.5    Len, C.6    Herve, G.7    Sartori, G.8    Nielsen, P.9
  • 26
    • 84861579033 scopus 로고    scopus 로고
    • Sulfonamide Bearing Oligonucleotides: Simple Synthesis and Efficient RNA Recognition
    • Kumar, P.; Chandak, N.; Nielsen, P.; Sharma, P. K. Sulfonamide Bearing Oligonucleotides: Simple Synthesis and Efficient RNA Recognition Bioorg. Med. Chem. 2012, 20, 3843-3849 10.1016/j.bmc.2012.04.036
    • (2012) Bioorg. Med. Chem. , vol.20 , pp. 3843-3849
    • Kumar, P.1    Chandak, N.2    Nielsen, P.3    Sharma, P.K.4
  • 27
    • 79961086491 scopus 로고    scopus 로고
    • Duplex and Triplex Formation of Mixed Pyrimidine Oligonucleotides with Stacking of Phenyl-Triazole Moieties in the Major Groove
    • Andersen, N. K.; Dossing, H.; Jensen, F.; Vester, B.; Nielsen, P. Duplex and Triplex Formation of Mixed Pyrimidine Oligonucleotides with Stacking of Phenyl-Triazole Moieties in the Major Groove J. Org. Chem. 2011, 76, 6177-6187 10.1021/jo200919y
    • (2011) J. Org. Chem. , vol.76 , pp. 6177-6187
    • Andersen, N.K.1    Dossing, H.2    Jensen, F.3    Vester, B.4    Nielsen, P.5
  • 29
    • 84903191754 scopus 로고    scopus 로고
    • Carbohydrate-Functionalized Locked Nucleic Acids: Oligonucleotides with Extraordinary Binding Affinity, Target Specificity, and Enzymatic Stability
    • Kaura, M.; Guenther, D. C.; Hrdlicka, P. J. Carbohydrate-Functionalized Locked Nucleic Acids: Oligonucleotides with Extraordinary Binding Affinity, Target Specificity, and Enzymatic Stability Org. Lett. 2014, 16, 3308-3311 10.1021/ol501306u
    • (2014) Org. Lett. , vol.16 , pp. 3308-3311
    • Kaura, M.1    Guenther, D.C.2    Hrdlicka, P.J.3
  • 30
    • 84903731349 scopus 로고    scopus 로고
    • C5-Amino Acid Functionalized LNA: Positively Poised for Antisense Applications
    • Guenther, D. C.; Kumar, P.; Anderson, B. A.; Hrdlicka, P. J. C5-Amino Acid Functionalized LNA: Positively Poised for Antisense Applications Chem. Commun. 2014, 50, 9007-9009 10.1039/C4CC03623A
    • (2014) Chem. Commun. , vol.50 , pp. 9007-9009
    • Guenther, D.C.1    Kumar, P.2    Anderson, B.A.3    Hrdlicka, P.J.4
  • 32
    • 4344589884 scopus 로고    scopus 로고
    • Structural Requirements at the Catalytic Site of the Heteroduplex Substrate for Human RNase H1 Catalysis
    • Lima, W. F.; Nichols, J. G.; Wu, H.; Prakash, T. P.; Migawa, M. T.; Wyrzykiewicz, T. K.; Bhat, B.; Crooke, S. T. Structural Requirements at the Catalytic Site of the Heteroduplex Substrate for Human RNase H1 Catalysis J. Biol. Chem. 2004, 279, 36317-36326 10.1074/jbc.M405035200
    • (2004) J. Biol. Chem. , vol.279 , pp. 36317-36326
    • Lima, W.F.1    Nichols, J.G.2    Wu, H.3    Prakash, T.P.4    Migawa, M.T.5    Wyrzykiewicz, T.K.6    Bhat, B.7    Crooke, S.T.8
  • 33
    • 84941894875 scopus 로고    scopus 로고
    • Allele-Selective Inhibition of Mutant Huntingtin with 2-Thio- and C5- Triazolylphenyl-Deoxythymidine-Modified Antisense Oligonucleotides
    • Ostergaard, M. E.; Kumar, P.; Nichols, J.; Watt, A.; Sharma, P. K.; Nielsen, P.; Seth, P. P. Allele-Selective Inhibition of Mutant Huntingtin with 2-Thio- and C5- Triazolylphenyl-Deoxythymidine-Modified Antisense Oligonucleotides Nucleic Acid Ther. 2015, 25, 266-274 10.1089/nat.2015.0547
    • (2015) Nucleic Acid Ther. , vol.25 , pp. 266-274
    • Ostergaard, M.E.1    Kumar, P.2    Nichols, J.3    Watt, A.4    Sharma, P.K.5    Nielsen, P.6    Seth, P.P.7
  • 35
    • 0025815089 scopus 로고
    • Antisense Probes Containing 2-Aminoadenosine Allow Efficient Depletion of U5 Snrnp from Hela Splicing Extracts
    • Lamm, G. M.; Blencowe, B. J.; Sparoat, B. S.; Iribarren, A. M.; Ryder, U.; Lamond, A. I. Antisense Probes Containing 2-Aminoadenosine Allow Efficient Depletion of U5 Snrnp from Hela Splicing Extracts Nucleic Acids Res. 1991, 19, 3193-3198 10.1093/nar/19.12.3193
    • (1991) Nucleic Acids Res. , vol.19 , pp. 3193-3198
    • Lamm, G.M.1    Blencowe, B.J.2    Sparoat, B.S.3    Iribarren, A.M.4    Ryder, U.5    Lamond, A.I.6
  • 36
    • 0028296953 scopus 로고
    • Stabilization of DNA:DNA and DNA:RNA duplex by substitution of 2′-Deoxyadenosine with 2′-Deoxy-2-Aminoadenosine
    • Gryaznov, S. M.; Schultz, R. G. Stabilization of DNA:DNA and DNA:RNA duplex by substitution of 2′-Deoxyadenosine with 2′-Deoxy-2-Aminoadenosine Tetrahedron Lett. 1994, 35, 2489-2492 10.1016/S0040-4039(00)77151-6
    • (1994) Tetrahedron Lett. , vol.35 , pp. 2489-2492
    • Gryaznov, S.M.1    Schultz, R.G.2
  • 37
    • 0028014492 scopus 로고
    • Remarkable Enhancement of Binding Affinity of Heterocycle-Modified DNA to DNA and RNA. Synthesis, Characterization and Biophysical Evaluation of N2-Imidazolylpropylguanine and N2-Imidazolylpropyl-2-Aminoadenine Modified Oligonucleotides
    • Ramasamy, K. S.; Zounes, M.; Gonzalez, C.; Freier, S. M.; Lesnik, E. A.; Cummins, L. L.; Griffey, R. H.; Monia, B. P.; Cook, P. D. Remarkable Enhancement of Binding Affinity of Heterocycle-Modified DNA to DNA And RNA. Synthesis, Characterization and Biophysical Evaluation of N2-Imidazolylpropylguanine and N2-Imidazolylpropyl-2-Aminoadenine Modified Oligonucleotides Tetrahedron Lett. 1994, 35, 215-218 10.1016/S0040-4039(00)76514-2
    • (1994) Tetrahedron Lett. , vol.35 , pp. 215-218
    • Ramasamy, K.S.1    Zounes, M.2    Gonzalez, C.3    Freier, S.M.4    Lesnik, E.A.5    Cummins, L.L.6    Griffey, R.H.7    Monia, B.P.8    Cook, P.D.9
  • 38
    • 0030597035 scopus 로고    scopus 로고
    • Oligonucleotides Bearing Cationic Groups: N2-(3-Aminopropyl)Deoxyguanosine. Synthesis, Enhanced Binding Properties and Conjugation Chemistry
    • Manoharan, M.; Ramasamy, K. S.; Mohan, V.; Cook, P. D. Oligonucleotides Bearing Cationic Groups: N2-(3-Aminopropyl)Deoxyguanosine. Synthesis, Enhanced Binding Properties and Conjugation Chemistry Tetrahedron Lett. 1996, 37, 7675-7678 10.1016/0040-4039(96)01755-8
    • (1996) Tetrahedron Lett. , vol.37 , pp. 7675-7678
    • Manoharan, M.1    Ramasamy, K.S.2    Mohan, V.3    Cook, P.D.4
  • 39
    • 0032528042 scopus 로고    scopus 로고
    • Biophysical and Antisense Properties of Oligodeoxynucleotides Containing 7-Propynyl-, 7-Iodo- and 7-Cyano-7-Deaza-2-Amino-2′-Deoxyadenosines
    • Balow, G.; Mohan, V.; Lesnik, E. A.; Johnston, J. F.; Monia, B. P.; Acevedo, O. L. Biophysical and Antisense Properties of Oligodeoxynucleotides Containing 7-Propynyl-, 7-Iodo- and 7-Cyano-7-Deaza-2-Amino-2′-Deoxyadenosines Nucleic Acids Res. 1998, 26, 3350-3357 10.1093/nar/26.14.3350
    • (1998) Nucleic Acids Res. , vol.26 , pp. 3350-3357
    • Balow, G.1    Mohan, V.2    Lesnik, E.A.3    Johnston, J.F.4    Monia, B.P.5    Acevedo, O.L.6
  • 40
    • 0030035948 scopus 로고    scopus 로고
    • Oligodeoxynucleotides Containing C-7 Propyne Analogs of 7-Deaza-2′-Deoxyguanosine and 7-Deaza-2′-Deoxyadenosine
    • Buhr, C. A.; Wagner, R. W.; Grant, D.; Froehler, B. C. Oligodeoxynucleotides Containing C-7 Propyne Analogs of 7-Deaza-2′-Deoxyguanosine and 7-Deaza-2′-Deoxyadenosine Nucleic Acids Res. 1996, 24, 2974-2980 10.1093/nar/24.15.2974
    • (1996) Nucleic Acids Res. , vol.24 , pp. 2974-2980
    • Buhr, C.A.1    Wagner, R.W.2    Grant, D.3    Froehler, B.C.4
  • 41
    • 84915763945 scopus 로고    scopus 로고
    • Phosphorothioates, Essential Components of Therapeutic Oligonucleotides
    • Eckstein, F. Phosphorothioates, Essential Components of Therapeutic Oligonucleotides Nucleic Acid Ther. 2014, 24, 374-387 10.1089/nat.2014.0506
    • (2014) Nucleic Acid Ther. , vol.24 , pp. 374-387
    • Eckstein, F.1
  • 42
    • 0027253838 scopus 로고
    • Deprotection of Methylphosphonate Oligonucleotides Using a Novel One-Pot Procedure
    • Hogrefe, R. I.; Vaghefi, M. M.; Reynolds, M. A.; Young, K. M.; Arnold, L. J., Jr. Deprotection of Methylphosphonate Oligonucleotides Using a Novel One-Pot Procedure Nucleic Acids Res. 1993, 21, 2031-2038 10.1093/nar/21.9.2031
    • (1993) Nucleic Acids Res. , vol.21 , pp. 2031-2038
    • Hogrefe, R.I.1    Vaghefi, M.M.2    Reynolds, M.A.3    Young, K.M.4    Arnold, L.J.5
  • 43
    • 0033230088 scopus 로고    scopus 로고
    • Chiral and Steric Effects in the Efficient Binding of Alpha-Anomeric Deoxyoligonucleoside N-Alkylphosphoramidates to ssDNA and RNA
    • Laurent, A.; Naval, M.; Debart, F.; Vasseur, J.; Rayner, B. Chiral and Steric Effects in the Efficient Binding of Alpha-Anomeric Deoxyoligonucleoside N-Alkylphosphoramidates to ssDNA and RNA Nucleic Acids Res. 1999, 27, 4151-4159 10.1093/nar/27.21.4151
    • (1999) Nucleic Acids Res. , vol.27 , pp. 4151-4159
    • Laurent, A.1    Naval, M.2    Debart, F.3    Vasseur, J.4    Rayner, B.5
  • 46
    • 11344257391 scopus 로고    scopus 로고
    • RNA Interference using Boranophosphate siRNAs: Structure-Activity Relationships
    • Hall, A. H.; Wan, J.; Shaughnessy, E. E.; Ramsay Shaw, B.; Alexander, K. A. RNA Interference using Boranophosphate siRNAs: Structure-Activity Relationships Nucleic Acids Res. 2004, 32, 5991-6000 10.1093/nar/gkh936
    • (2004) Nucleic Acids Res. , vol.32 , pp. 5991-6000
    • Hall, A.H.1    Wan, J.2    Shaughnessy, E.E.3    Ramsay Shaw, B.4    Alexander, K.A.5
  • 47
    • 0035917376 scopus 로고    scopus 로고
    • Synthesis of Novel 3′-C-Methylene Thymidine and 5-Methyluridine/Cytidine H-Phosphonates and Phosphonamidites for New Backbone Modification of Oligonucleotides
    • An, H.; Wang, T.; Maier, M. A.; Manoharan, M.; Ross, B. S.; Cook, P. D. Synthesis of Novel 3′-C-Methylene Thymidine and 5-Methyluridine/Cytidine H-Phosphonates and Phosphonamidites for New Backbone Modification of Oligonucleotides J. Org. Chem. 2001, 66, 2789-2801 10.1021/jo001699u
    • (2001) J. Org. Chem. , vol.66 , pp. 2789-2801
    • An, H.1    Wang, T.2    Maier, M.A.3    Manoharan, M.4    Ross, B.S.5    Cook, P.D.6
  • 49
    • 0034015113 scopus 로고    scopus 로고
    • Phosphorothioate Oligodeoxynucleotides: What is their Origin and what is Unique about Them?
    • Eckstein, F. Phosphorothioate Oligodeoxynucleotides: What is their Origin and what is Unique about Them? Antisense Nucleic Acid Drug Dev. 2000, 10, 117-121 10.1089/oli.1.2000.10.117
    • (2000) Antisense Nucleic Acid Drug Dev. , vol.10 , pp. 117-121
    • Eckstein, F.1
  • 50
    • 0030727765 scopus 로고    scopus 로고
    • The Ups and Downs of Nucleic Acid Duplex Stability: Structure-Stability Studies on Chemically-Modified DNA:RNA duplexes
    • Freier, S. M.; Altmann, K. H. The Ups and Downs of Nucleic Acid Duplex Stability: Structure-Stability Studies on Chemically-Modified DNA:RNA duplexes Nucleic Acids Res. 1997, 25, 4429-4443 10.1093/nar/25.22.4429
    • (1997) Nucleic Acids Res. , vol.25 , pp. 4429-4443
    • Freier, S.M.1    Altmann, K.H.2
  • 51
    • 84963861008 scopus 로고    scopus 로고
    • Stabilin-1 and Stabilin-2 are Specific Receptors for the Cellular Internalization of Phosphorothioate-Modified Antisense Oligonucleotides (ASOs) in the Liver
    • Miller, C. M.; Donner, A. J.; Blank, E. E.; Egger, A. W.; Kellar, B. M.; Ostergaard, M. E.; Seth, P. P.; Harris, E. N. Stabilin-1 and Stabilin-2 are Specific Receptors for the Cellular Internalization of Phosphorothioate-Modified Antisense Oligonucleotides (ASOs) in the Liver Nucleic Acids Res. 2016, 44, 2782-2794 10.1093/nar/gkw112
    • (2016) Nucleic Acids Res. , vol.44 , pp. 2782-2794
    • Miller, C.M.1    Donner, A.J.2    Blank, E.E.3    Egger, A.W.4    Kellar, B.M.5    Ostergaard, M.E.6    Seth, P.P.7    Harris, E.N.8
  • 52
    • 79961013333 scopus 로고    scopus 로고
    • Suppression of Immune Responses by Nonimmunogenic Oligodeoxynucleotides with High Affinity for High-Mobility Group Box Proteins (HMGBs)
    • Yanai, H.; Chiba, S.; Ban, T.; Nakaima, Y.; Onoe, T.; Honda, K.; Ohdan, H.; Taniguchi, T. Suppression of Immune Responses by Nonimmunogenic Oligodeoxynucleotides with High Affinity for High-Mobility Group Box Proteins (HMGBs) Proc. Natl. Acad. Sci. U. S. A. 2011, 108, 11542-11547 10.1073/pnas.1108535108
    • (2011) Proc. Natl. Acad. Sci. U. S. A. , vol.108 , pp. 11542-11547
    • Yanai, H.1    Chiba, S.2    Ban, T.3    Nakaima, Y.4    Onoe, T.5    Honda, K.6    Ohdan, H.7    Taniguchi, T.8
  • 53
    • 0010580804 scopus 로고
    • Strereocontrolled Synthesis of P-chiral Analogs of Oligonucleotides
    • Crooke, S. T. Lebleu, B. L. CRC Press: Boca Raton, FL
    • Stec, W. J. Strereocontrolled Synthesis of P-chiral Analogs of Oligonucleotides. In Antisense Research and Applications; Crooke, S. T.; Lebleu, B. L., Ed.; CRC Press: Boca Raton, FL, 1993; pp 251-271.
    • (1993) Antisense Research and Applications , pp. 251-271
    • Stec, W.J.1
  • 54
    • 62749156129 scopus 로고    scopus 로고
    • Stereocontrolled Synthesis of Oligoribonucleoside Phosphorothioates by an Oxazaphospholidine Approach
    • Oka, N.; Kondo, T.; Fujiwara, S.; Maizuru, Y.; Wada, T. Stereocontrolled Synthesis of Oligoribonucleoside Phosphorothioates by an Oxazaphospholidine Approach Org. Lett. 2009, 11, 967-970 10.1021/ol802910k
    • (2009) Org. Lett. , vol.11 , pp. 967-970
    • Oka, N.1    Kondo, T.2    Fujiwara, S.3    Maizuru, Y.4    Wada, T.5
  • 55
    • 58249103029 scopus 로고    scopus 로고
    • Stereocontrolled Solid-Phase Synthesis of Oligonucleoside H-Phosphonates by an Oxazaphospholidine Approach
    • Iwamoto, N.; Oka, N.; Sato, T.; Wada, T. Stereocontrolled Solid-Phase Synthesis of Oligonucleoside H-Phosphonates by an Oxazaphospholidine Approach Angew. Chem., Int. Ed. 2009, 48, 496-499 10.1002/anie.200804408
    • (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 496-499
    • Iwamoto, N.1    Oka, N.2    Sato, T.3    Wada, T.4
  • 56
    • 56749161695 scopus 로고    scopus 로고
    • Solid-Phase Synthesis of Stereoregular Oligodeoxyribonucleoside Phosphorothioates using Bicyclic Oxazaphospholidine Derivatives as Monomer Units
    • Oka, N.; Yamamoto, M.; Sato, T.; Wada, T. Solid-Phase Synthesis of Stereoregular Oligodeoxyribonucleoside Phosphorothioates using Bicyclic Oxazaphospholidine Derivatives as Monomer Units J. Am. Chem. Soc. 2008, 130, 16031-16037 10.1021/ja805780u
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 16031-16037
    • Oka, N.1    Yamamoto, M.2    Sato, T.3    Wada, T.4
  • 57
    • 0038343921 scopus 로고    scopus 로고
    • An Oxazaphospholidine Approach for the Stereocontrolled Synthesis of Oligonucleoside Phosphorothioates
    • Oka, N.; Wada, T.; Saigo, K. An Oxazaphospholidine Approach for the Stereocontrolled Synthesis of Oligonucleoside Phosphorothioates J. Am. Chem. Soc. 2003, 125, 8307-8317 10.1021/ja034502z
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 8307-8317
    • Oka, N.1    Wada, T.2    Saigo, K.3
  • 59
    • 0018789683 scopus 로고
    • Nonionic Nucleic Acid Analogs. Synthesis and Characterization of Dideoxyribonucleoside Methylphosphonates
    • Miller, P. S.; Yano, J.; Yano, E.; Carroll, C.; Jayaraman, K.; Ts'o, P. O. P. Nonionic Nucleic Acid Analogs. Synthesis and Characterization of Dideoxyribonucleoside Methylphosphonates Biochemistry 1979, 18, 5134-5143 10.1021/bi00590a017
    • (1979) Biochemistry , vol.18 , pp. 5134-5143
    • Miller, P.S.1    Yano, J.2    Yano, E.3    Carroll, C.4    Jayaraman, K.5    Ts'O, P.O.P.6
  • 62
    • 0028177581 scopus 로고
    • Oligodeoxyribonucleotide N3′âP5′ Phosphoramidates: Synthesis and Hybridization Properties
    • Gryaznov, S.; Chen, J.-K. Oligodeoxyribonucleotide N3′âP5′ Phosphoramidates: Synthesis and Hybridization Properties J. Am. Chem. Soc. 1994, 116, 3143-3144 10.1021/ja00086a062
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 3143-3144
    • Gryaznov, S.1    Chen, J.-K.2
  • 66
    • 0033595857 scopus 로고    scopus 로고
    • Oligonucleotide N3′-P5′ Thiophosphoramidates: Synthesis and Properties
    • Pongracz, K.; Gryaznov, S. Oligonucleotide N3′-P5′ Thiophosphoramidates: Synthesis and Properties Tetrahedron Lett. 1999, 40, 7661-7664 10.1016/S0040-4039(99)01584-1
    • (1999) Tetrahedron Lett. , vol.40 , pp. 7661-7664
    • Pongracz, K.1    Gryaznov, S.2
  • 68
    • 0346336773 scopus 로고    scopus 로고
    • Telomerase Inhibition with an Oligonucleotide Telomerase Template Antagonist: In Vitro and in Vivo Studies in Multiple Myeloma and Lymphoma
    • Wang, E. S.; Wu, K.; Chin, A. C.; Chen-Kiang, S.; Pongracz, K.; Gryaznov, S.; Moore, M. A. S. Telomerase Inhibition with an Oligonucleotide Telomerase Template Antagonist: In Vitro and In Vivo Studies in Multiple Myeloma And Lymphoma Blood 2004, 103, 258-266 10.1182/blood-2003-02-0546
    • (2004) Blood , vol.103 , pp. 258-266
    • Wang, E.S.1    Wu, K.2    Chin, A.C.3    Chen-Kiang, S.4    Pongracz, K.5    Gryaznov, S.6    Moore, M.A.S.7
  • 72
    • 0030484689 scopus 로고    scopus 로고
    • Amide Backbones with Conformationally Restricted Furanose Rings: Highly Improved Affinity of the Modified Oligonucleotides for their RNA Complements
    • De Mesmaeker, A.; Lesueur, C.; Bévièrre, M.-O.; Waldner, A.; Fritsch, V.; Wolf, R. M. Amide Backbones with Conformationally Restricted Furanose Rings: Highly Improved Affinity of the Modified Oligonucleotides for their RNA Complements Angew. Chem., Int. Ed. Engl. 1996, 35, 2790-2794 10.1002/anie.199627901
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 2790-2794
    • De Mesmaeker, A.1    Lesueur, C.2    Bévièrre, M.-O.3    Waldner, A.4    Fritsch, V.5    Wolf, R.M.6
  • 73
    • 84903216685 scopus 로고    scopus 로고
    • Amides are Excellent Mimics of Phosphate Internucleoside Linkages and are Well Tolerated in Short Interfering RNAs
    • Mutisya, D.; Selvam, C.; Lunstad, B. D.; Pallan, P. S.; Haas, A.; Leake, D.; Egli, M.; Rozners, E. Amides are Excellent Mimics of Phosphate Internucleoside Linkages and are Well Tolerated in Short Interfering RNAs Nucleic Acids Res. 2014, 42, 6542-6551 10.1093/nar/gku235
    • (2014) Nucleic Acids Res. , vol.42 , pp. 6542-6551
    • Mutisya, D.1    Selvam, C.2    Lunstad, B.D.3    Pallan, P.S.4    Haas, A.5    Leake, D.6    Egli, M.7    Rozners, E.8
  • 75
    • 0030832981 scopus 로고    scopus 로고
    • Concept, Discovery and Development of MMI Linkage: Story of a Novel Linkage for Antisense Constructs
    • Sanghvi, Y. S.; Swayze, E. E.; Peoc'h, D.; Bhat, B.; Dimock, S. Concept, Discovery and Development of MMI Linkage: Story of a Novel Linkage For Antisense Constructs Nucleosides Nucleotides 1997, 16, 907-916 10.1080/07328319708006107
    • (1997) Nucleosides Nucleotides , vol.16 , pp. 907-916
    • Sanghvi, Y.S.1    Swayze, E.E.2    Peoc'H, D.3    Bhat, B.4    Dimock, S.5
  • 76
    • 1542574042 scopus 로고    scopus 로고
    • Synthesis of 2′-Substituted MMI Linked Nucleosidic Dimers: An Optimization Study in Search of High Affinity Oligonucleotides for use in Antisense Constructs
    • Peoc'h, D.; Swayze, E. E.; Bhat, B.; Sanghvi, Y. S. Synthesis of 2′-Substituted MMI Linked Nucleosidic Dimers: An Optimization Study in Search of High Affinity Oligonucleotides for use in Antisense Constructs Nucleosides, Nucleotides Nucleic Acids 2004, 23, 411-438 10.1081/NCN-120028337
    • (2004) Nucleosides, Nucleotides Nucleic Acids , vol.23 , pp. 411-438
    • Peoc'H, D.1    Swayze, E.E.2    Bhat, B.3    Sanghvi, Y.S.4
  • 77
    • 0027304997 scopus 로고
    • Synthesis and Binding Properties of Pyrimidine Oligodeoxynucleoside Analogs Containing Neutral Phosphodiester Replacements: The Formacetal and 3′-Thioformacetal Internucleoside Linkages
    • Jones, R. J.; Lin, K.-Y.; Milligan, J. F.; Wadwani, S.; Matteucci, M. D. Synthesis and Binding Properties of Pyrimidine Oligodeoxynucleoside Analogs Containing Neutral Phosphodiester Replacements: The Formacetal and 3′-Thioformacetal Internucleoside Linkages J. Org. Chem. 1993, 58, 2983-2991 10.1021/jo00063a014
    • (1993) J. Org. Chem. , vol.58 , pp. 2983-2991
    • Jones, R.J.1    Lin, K.-Y.2    Milligan, J.F.3    Wadwani, S.4    Matteucci, M.D.5
  • 78
    • 0033535148 scopus 로고    scopus 로고
    • Synthesis and Hybridization Property of an Oligonucleotide Containing a 3-Thioformacetal Linked Pentathymidylate
    • Zhang, J.; Shaw, J. T.; Matteucci, M. D. Synthesis and Hybridization Property of an Oligonucleotide Containing a 3-Thioformacetal Linked Pentathymidylate Bioorg. Med. Chem. Lett. 1999, 9, 319-322 10.1016/S0960-894X(98)00741-0
    • (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 319-322
    • Zhang, J.1    Shaw, J.T.2    Matteucci, M.D.3
  • 79
    • 0030899007 scopus 로고    scopus 로고
    • Solution Structure of an RNA:DNA Hybrid Duplex Containing a 3′-Thioformacetal Linker and an RNA A-Tract
    • Cross, C. W.; Rice, J. S.; Gao, X. Solution Structure of an RNA:DNA Hybrid Duplex Containing a 3′-Thioformacetal Linker and an RNA A-Tract Biochemistry 1997, 36, 4096-4107 10.1021/bi962382k
    • (1997) Biochemistry , vol.36 , pp. 4096-4107
    • Cross, C.W.1    Rice, J.S.2    Gao, X.3
  • 81
    • 0030862707 scopus 로고    scopus 로고
    • Morpholino Antisense Oligomers: Design, Preparation, and Properties
    • Summerton, J.; Weller, D. Morpholino Antisense Oligomers: Design, Preparation, and Properties Antisense Nucleic Acid Drug Dev. 1997, 7, 187-195 10.1089/oli.1.1997.7.187
    • (1997) Antisense Nucleic Acid Drug Dev. , vol.7 , pp. 187-195
    • Summerton, J.1    Weller, D.2
  • 82
    • 32244443828 scopus 로고    scopus 로고
    • Systemic Delivery of Morpholino Oligonucleotide Restores Dystrophin Expression Bodywide and Improves Dystrophic Pathology
    • Alter, J.; Lou, F.; Rabinowitz, A.; Yin, H.; Rosenfeld, J.; Wilton, S. D.; Partridge, T. A.; Lu, Q. L. Systemic Delivery of Morpholino Oligonucleotide Restores Dystrophin Expression Bodywide and Improves Dystrophic Pathology Nat. Med. 2006, 12, 175-177 10.1038/nm1345
    • (2006) Nat. Med. , vol.12 , pp. 175-177
    • Alter, J.1    Lou, F.2    Rabinowitz, A.3    Yin, H.4    Rosenfeld, J.5    Wilton, S.D.6    Partridge, T.A.7    Lu, Q.L.8
  • 86
    • 84990238662 scopus 로고
    • Peptide Nucleic Acids (PNA). Oligonucleotide Analogs with an Achiral Peptide Backbone
    • Egholm, M.; Buchardt, O.; Nielsen, P. E.; Berg, R. H. Peptide Nucleic Acids (PNA). Oligonucleotide Analogs with an Achiral Peptide Backbone J. Am. Chem. Soc. 1992, 114, 1895-1897 10.1021/ja00031a062
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 1895-1897
    • Egholm, M.1    Buchardt, O.2    Nielsen, P.E.3    Berg, R.H.4
  • 88
    • 0026341239 scopus 로고
    • Sequence-Selective Recognition of DNA by Strand Displacement with a Thymine-Substituted Polyamide
    • Nielsen, P. E.; Egholm, M.; Berg, R. H.; Buchardt, O. Sequence-Selective Recognition of DNA by Strand Displacement with a Thymine-Substituted Polyamide Science 1991, 254, 1497-1500 10.1126/science.1962210
    • (1991) Science , vol.254 , pp. 1497-1500
    • Nielsen, P.E.1    Egholm, M.2    Berg, R.H.3    Buchardt, O.4
  • 89
    • 3142762898 scopus 로고    scopus 로고
    • Intracellular Inhibition of Hepatitis C Virus (HCV) Internal Ribosomal Entry Site (IRES)-Dependent Translation by Peptide Nucleic Acids (PNAs) and Locked Nucleic Acids (LNAs)
    • Nulf, C. J.; Corey, D. Intracellular Inhibition of Hepatitis C Virus (HCV) Internal Ribosomal Entry Site (IRES)-Dependent Translation by Peptide Nucleic Acids (PNAs) and Locked Nucleic Acids (LNAs) Nucleic Acids Res. 2004, 32, 3792-3798 10.1093/nar/gkh706
    • (2004) Nucleic Acids Res. , vol.32 , pp. 3792-3798
    • Nulf, C.J.1    Corey, D.2
  • 90
    • 0035830450 scopus 로고    scopus 로고
    • Inhibition of Gene Expression Inside Cells by Peptide Nucleic Acids: Effect of mRNA Target Sequence, Mismatched Bases, and PNA Length
    • Doyle, D. F.; Braasch, D. A.; Simmons, C. G.; Janowski, B. A.; Corey, D. R. Inhibition of Gene Expression Inside Cells by Peptide Nucleic Acids: Effect of mRNA Target Sequence, Mismatched Bases, and PNA Length Biochemistry 2001, 40, 53-64 10.1021/bi0020630
    • (2001) Biochemistry , vol.40 , pp. 53-64
    • Doyle, D.F.1    Braasch, D.A.2    Simmons, C.G.3    Janowski, B.A.4    Corey, D.R.5
  • 94
    • 0029905179 scopus 로고    scopus 로고
    • Peptide Nucleic Acids (PNAs) Containing Thymine Monomers Derived from Chiral Amino Acids: Hybridization and Solubility Properties of D-Lysine PNA
    • Nielsen, P. E.; Haaima, G.; Lohse, A.; Buchardt, O. Peptide Nucleic Acids (PNAs) Containing Thymine Monomers Derived from Chiral Amino Acids: Hybridization and Solubility Properties of D-Lysine PNA Angew. Chem., Int. Ed. Engl. 1996, 35, 1939-1942 10.1002/anie.199619391
    • (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 1939-1942
    • Nielsen, P.E.1    Haaima, G.2    Lohse, A.3    Buchardt, O.4
  • 96
    • 0015511563 scopus 로고
    • Conformational Analysis of the Sugar Ring in Nucleosides and Nucleotides. A New Description using the Concept of Pseudorotation
    • Altona, C.; Sundaralingam, M. Conformational Analysis of the Sugar Ring in Nucleosides and Nucleotides. A New Description using the Concept of Pseudorotation J. Am. Chem. Soc. 1972, 94, 8205-8212 10.1021/ja00778a043
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 8205-8212
    • Altona, C.1    Sundaralingam, M.2
  • 97
    • 0001120142 scopus 로고
    • How do the Gauche and Anomeric Effects drive the Pseudorotational Equilibrium of the Pentofuranose Moiety of Nucleosides?
    • Plavec, J.; Tong, W.; Chattopadhyaya, J. How do the Gauche and Anomeric Effects drive the Pseudorotational Equilibrium of the Pentofuranose Moiety of Nucleosides? J. Am. Chem. Soc. 1993, 115, 9734-9746 10.1021/ja00074a046
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 9734-9746
    • Plavec, J.1    Tong, W.2    Chattopadhyaya, J.3
  • 98
    • 0028106961 scopus 로고
    • How Does the 2′-Hydroxy Group Drive the Pseudorotational Equilibrium in Nucleoside and Nucleotide by the Tuning of the 3′-Gauche Effect?
    • Plavec, J.; Thibaudeau, C.; Chattopadhyaya, J. How Does the 2′-Hydroxy Group Drive the Pseudorotational Equilibrium in Nucleoside and Nucleotide by the Tuning of the 3′-Gauche Effect? J. Am. Chem. Soc. 1994, 116, 6558-6560 10.1021/ja00094a009
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 6558-6560
    • Plavec, J.1    Thibaudeau, C.2    Chattopadhyaya, J.3
  • 99
    • 0001536337 scopus 로고
    • How Does the Electronegativity of the Substituent Dictate the Strength of the Gauche Effect?
    • Thibaudeau, C.; Plavec, J.; Garg, N.; Papchikhin, A.; Chattopadhyaya, J. How Does the Electronegativity of the Substituent Dictate the Strength of the Gauche Effect? J. Am. Chem. Soc. 1994, 116, 4038-4043 10.1021/ja00088a043
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 4038-4043
    • Thibaudeau, C.1    Plavec, J.2    Garg, N.3    Papchikhin, A.4    Chattopadhyaya, J.5
  • 100
    • 0032750621 scopus 로고    scopus 로고
    • 2′-Carbohydrate Modifications in Antisense Oligonucleotide Therapy: Importance of Conformation, Configuration and Conjugation
    • Manoharan, M. 2′-Carbohydrate Modifications in Antisense Oligonucleotide Therapy: Importance of Conformation, Configuration and Conjugation Biochim. Biophys. Acta, Gene Struct. Expression 1999, 1489, 117-130 10.1016/S0167-4781(99)00138-4
    • (1999) Biochim. Biophys. Acta, Gene Struct. Expression , vol.1489 , pp. 117-130
    • Manoharan, M.1
  • 101
    • 21744453184 scopus 로고    scopus 로고
    • Probing the Influence of Stereoelectronic Effects on the Biophysical Properties of Oligonucleotides: Comprehensive Analysis of the RNA Affinity, Nuclease Resistance, and Crystal Structure of Ten 2′-O-Ribonucleic Acid Modifications
    • Egli, M.; Minasov, G.; Tereshko, V.; Pallan, P. S.; Teplova, M.; Inamati, G. B.; Lesnik, E. A.; Owens, S. R.; Ross, B. S.; Prakash, T. P.; Manoharan, M. Probing the Influence of Stereoelectronic Effects on the Biophysical Properties of Oligonucleotides: Comprehensive Analysis of the RNA Affinity, Nuclease Resistance, and Crystal Structure of Ten 2′-O-Ribonucleic Acid Modifications Biochemistry 2005, 44, 9045-9057 10.1021/bi050574m
    • (2005) Biochemistry , vol.44 , pp. 9045-9057
    • Egli, M.1    Minasov, G.2    Tereshko, V.3    Pallan, P.S.4    Teplova, M.5    Inamati, G.B.6    Lesnik, E.A.7    Owens, S.R.8    Ross, B.S.9    Prakash, T.P.10    Manoharan, M.11
  • 104
    • 80055038015 scopus 로고    scopus 로고
    • Challenges to Oligonucleotides-Based Therapeutics for Duchenne Muscular Dystrophy
    • Goyenvalle, A.; Davies, K. E. Challenges to Oligonucleotides-Based Therapeutics for Duchenne Muscular Dystrophy Skeletal Muscle 2011, 1, 8 10.1186/2044-5040-1-8
    • (2011) Skeletal Muscle , vol.1 , pp. 8
    • Goyenvalle, A.1    Davies, K.E.2
  • 106
    • 84880668457 scopus 로고    scopus 로고
    • Clinical pharmacological properties of mipomersen (Kynamro), a Second Generation Antisense Inhibitor of Apolipoprotein B
    • Crooke, S. T.; Geary, R. S. Clinical pharmacological properties of mipomersen (Kynamro), a Second Generation Antisense Inhibitor of Apolipoprotein B Br. J. Clin. Pharmacol. 2013, 76, 269-276 10.1111/j.1365-2125.2012.04469.x
    • (2013) Br. J. Clin. Pharmacol. , vol.76 , pp. 269-276
    • Crooke, S.T.1    Geary, R.S.2
  • 107
    • 77951069859 scopus 로고    scopus 로고
    • Effect of Mipomersen, an Apolipoprotein B Synthesis Inhibitor, on Low-Density Lipoprotein Cholesterol in Patients with Familial Hypercholesterolemia
    • Akdim, F.; Visser, M. E.; Tribble, D. L.; Baker, B. F.; Stroes, E. S.; Yu, R.; Flaim, J. D.; Su, J.; Stein, E. A.; Kastelein, J. J. Effect of Mipomersen, an Apolipoprotein B Synthesis Inhibitor, on Low-Density Lipoprotein Cholesterol in Patients with Familial Hypercholesterolemia Am. J. Cardiol. 2010, 105, 1413-1419 10.1016/j.amjcard.2010.01.003
    • (2010) Am. J. Cardiol. , vol.105 , pp. 1413-1419
    • Akdim, F.1    Visser, M.E.2    Tribble, D.L.3    Baker, B.F.4    Stroes, E.S.5    Yu, R.6    Flaim, J.D.7    Su, J.8    Stein, E.A.9    Kastelein, J.J.10
  • 108
    • 77949485460 scopus 로고    scopus 로고
    • Mipomersen, an Apolipoprotein B Synthesis Inhibitor, for Lowering of LDL Cholesterol Concentrations in Patients with Homozygous Familial Hypercholesterolaemia: A Randomised, Double-Blind, Placebo-Controlled Trial
    • Raal, F. J.; Santos, R. D.; Blom, D. J.; Marais, A. D.; Charng, M. J.; Cromwell, W. C.; Lachmann, R. H.; Gaudet, D.; Tan, J. L.; Chasan-Taber, S.; Tribble, D. L.; Flaim, J. D.; Crooke, S. T. Mipomersen, an Apolipoprotein B Synthesis Inhibitor, for Lowering of LDL Cholesterol Concentrations in Patients with Homozygous Familial Hypercholesterolaemia: A Randomised, Double-Blind, Placebo-Controlled Trial Lancet 2010, 375, 998-1006 10.1016/S0140-6736(10)60284-X
    • (2010) Lancet , vol.375 , pp. 998-1006
    • Raal, F.J.1    Santos, R.D.2    Blom, D.J.3    Marais, A.D.4    Charng, M.J.5    Cromwell, W.C.6    Lachmann, R.H.7    Gaudet, D.8    Tan, J.L.9    Chasan-Taber, S.10    Tribble, D.L.11    Flaim, J.D.12    Crooke, S.T.13
  • 109
    • 85057673208 scopus 로고    scopus 로고
    • Pharmacological Properties of 2′-O-Methoxyethyl-Modified Oligonucleotides
    • In, 2nd ed. Crooke, S. T. CRC Press: Boca Raton, FL
    • Bennett, C. F. Pharmacological Properties of 2′-O-Methoxyethyl-Modified Oligonucleotides. In Antisense Drug Technology: Principles, Strategies and Applications, 2nd ed.; Crooke, S. T., Ed.; CRC Press: Boca Raton, FL, 2007; pp 273-304.
    • (2007) Antisense Drug Technology: Principles, Strategies and Applications , pp. 273-304
    • Bennett, C.F.1
  • 110
    • 80053902729 scopus 로고    scopus 로고
    • Peripheral SMN Restoration is Essential for Long-Term Rescue of a Severe Spinal Muscular Atrophy Mouse Model
    • Hua, Y.; Sahashi, K.; Rigo, F.; Hung, G.; Horev, G.; Bennett, C. F.; Krainer, A. R. Peripheral SMN Restoration is Essential for Long-Term Rescue of a Severe Spinal Muscular Atrophy Mouse Model Nature 2011, 478, 123-126 10.1038/nature10485
    • (2011) Nature , vol.478 , pp. 123-126
    • Hua, Y.1    Sahashi, K.2    Rigo, F.3    Hung, G.4    Horev, G.5    Bennett, C.F.6    Krainer, A.R.7
  • 112
    • 77955894067 scopus 로고    scopus 로고
    • Antisense correction of SMN2 splicing in the CNS rescues necrosis in a type III SMA mouse model
    • Hua, Y.; Sahashi, K.; Hung, G.; Rigo, F.; Passini, M. A.; Bennett, C. F.; Krainer, A. R. Antisense correction of SMN2 splicing in the CNS rescues necrosis in a type III SMA mouse model Genes Dev. 2010, 24, 1634-1644 10.1101/gad.1941310
    • (2010) Genes Dev. , vol.24 , pp. 1634-1644
    • Hua, Y.1    Sahashi, K.2    Hung, G.3    Rigo, F.4    Passini, M.A.5    Bennett, C.F.6    Krainer, A.R.7
  • 113
    • 84869391995 scopus 로고    scopus 로고
    • 2′-Fluoro RNA Shows Increased Watson-Crick H-Bonding Strength and Stacking Relative to RNA: Evidence from NMR and Thermodynamic Data
    • Patra, A.; Paolillo, M.; Charisse, K.; Manoharan, M.; Rozners, E.; Egli, M. 2′-Fluoro RNA Shows Increased Watson-Crick H-Bonding Strength and Stacking Relative to RNA: Evidence from NMR and Thermodynamic Data Angew. Chem., Int. Ed. 2012, 51, 11863-11866 10.1002/anie.201204946
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 11863-11866
    • Patra, A.1    Paolillo, M.2    Charisse, K.3    Manoharan, M.4    Rozners, E.5    Egli, M.6
  • 115
  • 116
    • 0029099305 scopus 로고
    • New Access to 2′-O-Alkylated Ribonucleosides and Properties of 2′-O-Alkylated Oligoribonucleotides
    • Martin, P. New Access to 2′-O-Alkylated Ribonucleosides and Properties of 2′-O-Alkylated Oligoribonucleotides Helv. Chim. Acta 1995, 78, 486-504 10.1002/hlca.19950780219
    • (1995) Helv. Chim. Acta , vol.78 , pp. 486-504
    • Martin, P.1
  • 118
    • 49449097238 scopus 로고    scopus 로고
    • The Many Roles for Fluorine in Medicinal Chemistry
    • Hagmann, W. K. The Many Roles for Fluorine in Medicinal Chemistry J. Med. Chem. 2008, 51, 4359-4369 10.1021/jm800219f
    • (2008) J. Med. Chem. , vol.51 , pp. 4359-4369
    • Hagmann, W.K.1
  • 121
    • 0026337408 scopus 로고
    • Kinetic Characterization of Ribonuclease-Resistant 2′-Modified Hammerhead Ribozymes
    • Pieken, W.; Olsen, D.; Benseler, F.; Aurup, H.; Eckstein, F. Kinetic Characterization of Ribonuclease-Resistant 2′-Modified Hammerhead Ribozymes Science 1991, 253, 314-317 10.1126/science.1857967
    • (1991) Science , vol.253 , pp. 314-317
    • Pieken, W.1    Olsen, D.2    Benseler, F.3    Aurup, H.4    Eckstein, F.5
  • 122
    • 13944261143 scopus 로고    scopus 로고
    • Fully 2′-Modified Oligonucleotide Duplexes with Improved in Vitro Potency and Stability Compared to Unmodified Small Interfering RNA
    • Allerson, C. R.; Sioufi, N.; Jarres, R.; Prakash, T. P.; Naik, N.; Berdeja, A.; Wanders, L.; Griffey, R. H.; Swayze, E. E.; Bhat, B. Fully 2′-Modified Oligonucleotide Duplexes with Improved In Vitro Potency and Stability Compared to Unmodified Small Interfering RNA J. Med. Chem. 2005, 48, 901-904 10.1021/jm049167j
    • (2005) J. Med. Chem. , vol.48 , pp. 901-904
    • Allerson, C.R.1    Sioufi, N.2    Jarres, R.3    Prakash, T.P.4    Naik, N.5    Berdeja, A.6    Wanders, L.7    Griffey, R.H.8    Swayze, E.E.9    Bhat, B.10
  • 125
    • 84861326886 scopus 로고    scopus 로고
    • Synthetic Oligonucleotides Recruit ILF2/3 to RNA Transcripts to Modulate Splicing
    • Rigo, F.; Hua, Y.; Chun, S. J.; Prakash, T. P.; Krainer, A. R.; Bennett, C. F. Synthetic Oligonucleotides Recruit ILF2/3 to RNA Transcripts to Modulate Splicing Nat. Chem. Biol. 2012, 8, 555-861 10.1038/nchembio.939
    • (2012) Nat. Chem. Biol. , vol.8 , pp. 555-861
    • Rigo, F.1    Hua, Y.2    Chun, S.J.3    Prakash, T.P.4    Krainer, A.R.5    Bennett, C.F.6
  • 127
    • 0027479864 scopus 로고
    • Uniformly Modified 2′-Deoxy-2′-Fluoro Phosphorothioate Oligonucleotides as Nuclease-Resistant Antisense Compounds with High Affinity and Specificity for RNA Targets
    • Kawasaki, A. M.; Casper, M. D.; Freier, S. M.; Lesnik, E. A.; Zounes, M. C.; Cummins, L. L.; Gonzalez, C.; Cook, P. D. Uniformly Modified 2′-Deoxy-2′-Fluoro Phosphorothioate Oligonucleotides as Nuclease-Resistant Antisense Compounds with High Affinity and Specificity for RNA Targets J. Med. Chem. 1993, 36, 831-841 10.1021/jm00059a007
    • (1993) J. Med. Chem. , vol.36 , pp. 831-841
    • Kawasaki, A.M.1    Casper, M.D.2    Freier, S.M.3    Lesnik, E.A.4    Zounes, M.C.5    Cummins, L.L.6    Gonzalez, C.7    Cook, P.D.8
  • 131
    • 0029963653 scopus 로고    scopus 로고
    • Investigation of Some Properties of Oligodeoxynucleotides Containing 4′-Thio-2′-Deoxynucleotides: Duplex Hybridization and Nuclease Sensitivity
    • Jones, G. D.; Lesnik, E. A.; Owens, S. R.; Risen, L. M.; Walker, R. T. Investigation of Some Properties of Oligodeoxynucleotides Containing 4′-Thio-2′-Deoxynucleotides: Duplex Hybridization and Nuclease Sensitivity Nucleic Acids Res. 1996, 24, 4117-4122 10.1093/nar/24.21.4117
    • (1996) Nucleic Acids Res. , vol.24 , pp. 4117-4122
    • Jones, G.D.1    Lesnik, E.A.2    Owens, S.R.3    Risen, L.M.4    Walker, R.T.5
  • 132
    • 0028820184 scopus 로고
    • 4′-Thio-RNA: Synthesis of Mixed Base 4′-Thio-Oligoribonucleotides, Nuclease Resistance, and Base Pairing Properties with Complementary Single and Double Strand
    • Leydier, C.; Bellon, L.; Barascut, J. L.; Morvan, F.; Rayner, B.; Imbach, J. L. 4′-Thio-RNA: Synthesis of Mixed Base 4′-Thio-Oligoribonucleotides, Nuclease Resistance, and Base Pairing Properties with Complementary Single and Double Strand Antisense Res. Dev. 1995, 5, 167-174 10.1089/ard.1995.5.167
    • (1995) Antisense Res. Dev. , vol.5 , pp. 167-174
    • Leydier, C.1    Bellon, L.2    Barascut, J.L.3    Morvan, F.4    Rayner, B.5    Imbach, J.L.6
  • 133
    • 0027263108 scopus 로고
    • 4′-Thio-Oligo-Beta-D-Ribonucleotides: Synthesis of Beta-4′-Thio-Oligouridylates, Nuclease Resistance, Base Pairing Properties, and Interaction with HIV-1 Reverse Transcriptase
    • Bellon, L.; Barascut, J. L.; Maury, G.; Divita, G.; Goody, R.; Imbach, J. L. 4′-Thio-Oligo-Beta-D-Ribonucleotides: Synthesis of Beta-4′-Thio-Oligouridylates, Nuclease Resistance, Base Pairing Properties, and Interaction with HIV-1 Reverse Transcriptase Nucleic Acids Res. 1993, 21, 1587-1593 10.1093/nar/21.7.1587
    • (1993) Nucleic Acids Res. , vol.21 , pp. 1587-1593
    • Bellon, L.1    Barascut, J.L.2    Maury, G.3    Divita, G.4    Goody, R.5    Imbach, J.L.6
  • 134
    • 22844448221 scopus 로고    scopus 로고
    • Syntheses of 4′-Thioribonucleosides and Thermodynamic Stability and Crystal Structure of RNA Oligomers with Incorporated 4′-Thiocytosine
    • Haeberli, P.; Berger, I.; Pallan, P. S.; Egli, M. Syntheses of 4′-Thioribonucleosides and Thermodynamic Stability and Crystal Structure of RNA Oligomers with Incorporated 4′-Thiocytosine Nucleic Acids Res. 2005, 33, 3965-3975 10.1093/nar/gki704
    • (2005) Nucleic Acids Res. , vol.33 , pp. 3965-3975
    • Haeberli, P.1    Berger, I.2    Pallan, P.S.3    Egli, M.4
  • 135
    • 20444410838 scopus 로고    scopus 로고
    • RNA Interference Induced by siRNAs Modified with 4′-Thioribonucleosides in Cultured Mammalian Cells
    • Hoshika, S.; Minakawa, N.; Kamiya, H.; Harashima, H.; Matsuda, A. RNA Interference Induced by siRNAs Modified with 4′-Thioribonucleosides in Cultured Mammalian Cells FEBS Lett. 2005, 579, 3115-3118 10.1016/j.febslet.2005.04.073
    • (2005) FEBS Lett. , vol.579 , pp. 3115-3118
    • Hoshika, S.1    Minakawa, N.2    Kamiya, H.3    Harashima, H.4    Matsuda, A.5
  • 136
    • 33644860608 scopus 로고    scopus 로고
    • Improving RNA Interference in Mammalian Cells by 4′-Thio-Modified Small Interfering RNA (siRNA): Effect on siRNA Activity and Nuclease Stability When Used in Combination with 2′-O-Alkyl Modifications
    • Dande, P.; Prakash, T. P.; Sioufi, N.; Gaus, H.; Jarres, R.; Berdeja, A.; Swayze, E. E.; Griffey, R. H.; Bhat, B. Improving RNA Interference in Mammalian Cells by 4′-Thio-Modified Small Interfering RNA (siRNA): Effect on siRNA Activity and Nuclease Stability When Used in Combination with 2′-O-Alkyl Modifications J. Med. Chem. 2006, 49, 1624-1634 10.1021/jm050822c
    • (2006) J. Med. Chem. , vol.49 , pp. 1624-1634
    • Dande, P.1    Prakash, T.P.2    Sioufi, N.3    Gaus, H.4    Jarres, R.5    Berdeja, A.6    Swayze, E.E.7    Griffey, R.H.8    Bhat, B.9
  • 137
    • 0142212276 scopus 로고    scopus 로고
    • Investigation of Physical and Physiological Properties of 4′-Thioribonucleotide (4′-ThioRNA)
    • Hoshika, S.; Inoue, N.; Minakawa, N.; Matsuda, A. Investigation of Physical and Physiological Properties of 4′-Thioribonucleotide (4′-ThioRNA) Nucleic Acids Res. 2003, 3 (Suppl) 209-210 10.1093/nass/3.1.209
    • (2003) Nucleic Acids Res. , vol.3 , pp. 209-210
    • Hoshika, S.1    Inoue, N.2    Minakawa, N.3    Matsuda, A.4
  • 138
    • 3142720243 scopus 로고    scopus 로고
    • Synthesis and Physical and Physiological Properties of 4′-Thiorna: Application to Post-Modification of RNA Aptamer Toward NF-kappaB
    • Hoshika, S.; Minakawa, N.; Matsuda, A. Synthesis and Physical and Physiological Properties of 4′-Thiorna: Application to Post-Modification of RNA Aptamer Toward NF-kappaB Nucleic Acids Res. 2004, 32, 3815-3825 10.1093/nar/gkh705
    • (2004) Nucleic Acids Res. , vol.32 , pp. 3815-3825
    • Hoshika, S.1    Minakawa, N.2    Matsuda, A.3
  • 139
    • 0032561794 scopus 로고    scopus 로고
    • LNA (Locked Nucleic Acid): An RNA Mimic Forming Exceedingly Stable LNA:LNA Duplexes
    • Koshkin, A. A.; Nielsen, P.; Meldgaard, M.; Rajwanshi, V. K.; Singh, S. K.; Wengel, J. LNA (Locked Nucleic Acid): An RNA Mimic Forming Exceedingly Stable LNA:LNA Duplexes J. Am. Chem. Soc. 1998, 120, 13252-13253 10.1021/ja9822862
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 13252-13253
    • Koshkin, A.A.1    Nielsen, P.2    Meldgaard, M.3    Rajwanshi, V.K.4    Singh, S.K.5    Wengel, J.6
  • 140
    • 0032473890 scopus 로고    scopus 로고
    • LNA (Locked Nucleic Acids): Synthesis of the Adenine, Cytosine, Guanine, 5-Methylcytosine, Thymine and Uracil Bicyclonucleoside Monomers, Oligomerization, and Unprecedented Nucleic Acid Recognition
    • Koshkin, A. A.; Singh, S. K.; Nielsen, P.; Rajwanshi, V. K.; Kumar, R.; Meldgaard, M.; Olsen, C. E.; Wengel, J. LNA (Locked Nucleic Acids): Synthesis of the Adenine, Cytosine, Guanine, 5-Methylcytosine, Thymine and Uracil Bicyclonucleoside Monomers, Oligomerization, and Unprecedented Nucleic Acid Recognition Tetrahedron 1998, 54, 3607-3630 10.1016/S0040-4020(98)00094-5
    • (1998) Tetrahedron , vol.54 , pp. 3607-3630
    • Koshkin, A.A.1    Singh, S.K.2    Nielsen, P.3    Rajwanshi, V.K.4    Kumar, R.5    Meldgaard, M.6    Olsen, C.E.7    Wengel, J.8
  • 141
    • 0030862285 scopus 로고    scopus 로고
    • Synthesis of 2′-O,4′-C-Methyleneuridine and -Cytidine. Novel Bicyclic Nucleosides having a Fixed C3′-Endo Sugar Puckering
    • Obika, S.; Nanbu, D.; Hari, Y.; Morio, K.-I.; In, Y.; Ishida, T.; Imanishi, T. Synthesis of 2′-O,4′-C-Methyleneuridine and -Cytidine. Novel Bicyclic Nucleosides having a Fixed C3′-Endo Sugar Puckering Tetrahedron Lett. 1997, 38, 8735-8738 10.1016/S0040-4039(97)10322-7
    • (1997) Tetrahedron Lett. , vol.38 , pp. 8735-8738
    • Obika, S.1    Nanbu, D.2    Hari, Y.3    Morio, K.-I.4    In, Y.5    Ishida, T.6    Imanishi, T.7
  • 142
    • 0032560835 scopus 로고    scopus 로고
    • Stability and Structural Features of the Duplexes Containing Nucleoside Analogs with a Fixed N-Type Conformation, 2′-O,4′-C-Methyleneribonucleosides
    • Obika, S.; Nanbu, D.; Hari, Y.; Andoh, J.-I.; Morio, K.-I.; Doi, T.; Imanishi, T. Stability and Structural Features of the Duplexes Containing Nucleoside Analogs with a Fixed N-Type Conformation, 2′-O,4′-C-Methyleneribonucleosides Tetrahedron Lett. 1998, 39, 5401-5404 10.1016/S0040-4039(98)01084-3
    • (1998) Tetrahedron Lett. , vol.39 , pp. 5401-5404
    • Obika, S.1    Nanbu, D.2    Hari, Y.3    Andoh, J.-I.4    Morio, K.-I.5    Doi, T.6    Imanishi, T.7
  • 144
    • 77949676231 scopus 로고    scopus 로고
    • Locked Nucleic Acids: Promising Nucleic Acid Analogs for Therapeutic Applications
    • Veedu, R. N.; Wengel, J. Locked Nucleic Acids: Promising Nucleic Acid Analogs for Therapeutic Applications Chem. Biodiversity 2010, 7, 536-542 10.1002/cbdv.200900343
    • (2010) Chem. Biodiversity , vol.7 , pp. 536-542
    • Veedu, R.N.1    Wengel, J.2
  • 147
    • 59449093219 scopus 로고    scopus 로고
    • Short Antisense Oligonucleotides with Novel 2′-4′ Conformationaly Restricted Nucleoside Analogues show Improved Potency without Increased Toxicity in Animals
    • Seth, P. P.; Siwkowski, A.; Allerson, C. R.; Vasquez, G.; Lee, S.; Prakash, T. P.; Wancewicz, E. V.; Witchell, D.; Swayze, E. E. Short Antisense Oligonucleotides with Novel 2′-4′ Conformationaly Restricted Nucleoside Analogues show Improved Potency without Increased Toxicity in Animals J. Med. Chem. 2009, 52, 10-13 10.1021/jm801294h
    • (2009) J. Med. Chem. , vol.52 , pp. 10-13
    • Seth, P.P.1    Siwkowski, A.2    Allerson, C.R.3    Vasquez, G.4    Lee, S.5    Prakash, T.P.6    Wancewicz, E.V.7    Witchell, D.8    Swayze, E.E.9
  • 148
    • 77949297395 scopus 로고    scopus 로고
    • Synthesis and Biophysical Evaluation of 2′,4′-Constrained 2′O-Methoxyethyl and 2′,4′-Constrained 2′O-Ethyl Nucleic Acid Analogues
    • Seth, P. P.; Vasquez, G.; Allerson, C. A.; Berdeja, A.; Gaus, H.; Kinberger, G. A.; Prakash, T. P.; Migawa, M. T.; Bhat, B.; Swayze, E. E. Synthesis and Biophysical Evaluation of 2′,4′-Constrained 2′O-Methoxyethyl and 2′,4′-Constrained 2′O-Ethyl Nucleic Acid Analogues J. Org. Chem. 2010, 75, 1569-1581 10.1021/jo902560f
    • (2010) J. Org. Chem. , vol.75 , pp. 1569-1581
    • Seth, P.P.1    Vasquez, G.2    Allerson, C.A.3    Berdeja, A.4    Gaus, H.5    Kinberger, G.A.6    Prakash, T.P.7    Migawa, M.T.8    Bhat, B.9    Swayze, E.E.10
  • 149
    • 84864199342 scopus 로고    scopus 로고
    • Structure and Nuclease Resistance of 2′,4′-Constrained 2′-O-Methoxyethyl (cMOE) and 2′-O-Ethyl (cEt) Modified DNAs
    • Pallan, P. S.; Allerson, C. R.; Berdeja, A.; Seth, P. P.; Swayze, E. E.; Prakash, T. P.; Egli, M. Structure and Nuclease Resistance of 2′,4′-Constrained 2′-O-Methoxyethyl (cMOE) and 2′-O-Ethyl (cEt) Modified DNAs Chem. Commun. 2012, 48, 8195-8197 10.1039/c2cc32286b
    • (2012) Chem. Commun. , vol.48 , pp. 8195-8197
    • Pallan, P.S.1    Allerson, C.R.2    Berdeja, A.3    Seth, P.P.4    Swayze, E.E.5    Prakash, T.P.6    Egli, M.7
  • 152
    • 84994894276 scopus 로고    scopus 로고
    • Late-Breaking Abstracts. RG-101, a GalNAc-Conjugated Anti-miR Employing a Unique Mechanism of Action by Targeting Host Factor MicroRNA-122 (miR-122), Demonstrates Potent Activity and Reduction of HCV in Preclinical Studies
    • November 1-5.
    • Bhat, B.; Neben, S.; Tay, J.; Liu, K.; Chau, N.; Hogan, D.; MacKenna, D.; Gibson, N. Late-Breaking Abstracts. RG-101, a GalNAc-Conjugated Anti-miR Employing a Unique Mechanism of Action by Targeting Host Factor MicroRNA-122 (miR-122), Demonstrates Potent Activity and Reduction of HCV in Preclinical Studies. The 64th Annual Meeting of the American Association for the Study of Liver Disease, November 1-5, 2013.
    • (2013) The 64th Annual Meeting of the American Association for the Study of Liver Disease
    • Bhat, B.1    Neben, S.2    Tay, J.3    Liu, K.4    Chau, N.5    Hogan, D.6    MacKenna, D.7    Gibson, N.8
  • 153
    • 84878247636 scopus 로고    scopus 로고
    • Preclinical Evaluation of the Toxicological Effects of a Novel Constrained Ethyl Modified Antisense Compound Targeting Signal Transducer and Activator of Transcription 3 in Mice and Cynomolgus Monkeys
    • Burel, S. A.; Han, S. R.; Lee, H. S.; Norris, D. A.; Lee, B. S.; Machemer, T.; Park, S. Y.; Zhou, T.; He, G.; Kim, Y.; Macleod, A. R.; Monia, B. P.; Lio, S.; Kim, T. W.; Henry, S. P. Preclinical Evaluation of the Toxicological Effects of a Novel Constrained Ethyl Modified Antisense Compound Targeting Signal Transducer and Activator of Transcription 3 in Mice and Cynomolgus Monkeys Nucleic Acid Ther. 2013, 23, 213-227 10.1089/nat.2013.0422
    • (2013) Nucleic Acid Ther. , vol.23 , pp. 213-227
    • Burel, S.A.1    Han, S.R.2    Lee, H.S.3    Norris, D.A.4    Lee, B.S.5    MacHemer, T.6    Park, S.Y.7    Zhou, T.8    He, G.9    Kim, Y.10    MacLeod, A.R.11    Monia, B.P.12    Lio, S.13    Kim, T.W.14    Henry, S.P.15
  • 155
    • 0032544134 scopus 로고    scopus 로고
    • The First Analogs of LNA (Locked Nucleic Acids): Phosphorothioate-LNA and 2′-Thio-LNA
    • Kumar, R.; Singh, S. K.; Koshkin, A. A.; Rajwanshi, V. K.; Meldgaard, M.; Wengel, J. The First Analogs of LNA (Locked Nucleic Acids): Phosphorothioate-LNA and 2′-Thio-LNA Bioorg. Med. Chem. Lett. 1998, 8, 2219-2222 10.1016/S0960-894X(98)00366-7
    • (1998) Bioorg. Med. Chem. Lett. , vol.8 , pp. 2219-2222
    • Kumar, R.1    Singh, S.K.2    Koshkin, A.A.3    Rajwanshi, V.K.4    Meldgaard, M.5    Wengel, J.6
  • 156
    • 0000484783 scopus 로고    scopus 로고
    • Synthesis of Novel Bicyclo[2.2.1] Ribonucleosides: 2′-Amino- and 2′-Thio-LNA Monomeric Nucleosides
    • Singh, S. K.; Kumar, R.; Wengel, J. Synthesis of Novel Bicyclo[2.2.1] Ribonucleosides: 2′-Amino- and 2′-Thio-LNA Monomeric Nucleosides J. Org. Chem. 1998, 63, 6078-6079 10.1021/jo9806658
    • (1998) J. Org. Chem. , vol.63 , pp. 6078-6079
    • Singh, S.K.1    Kumar, R.2    Wengel, J.3
  • 157
    • 0032567380 scopus 로고    scopus 로고
    • Synthesis of 2′-Amino-LNA: A Novel Conformationally Restricted High-Affinity Oligonucleotide Analog with a Handle
    • Singh, S. K.; Kumar, R.; Wengel, J. Synthesis of 2′-Amino-LNA: A Novel Conformationally Restricted High-Affinity Oligonucleotide Analog with a Handle J. Org. Chem. 1998, 63, 10035-10039 10.1021/jo9814445
    • (1998) J. Org. Chem. , vol.63 , pp. 10035-10039
    • Singh, S.K.1    Kumar, R.2    Wengel, J.3
  • 159
    • 84952898586 scopus 로고    scopus 로고
    • Synthesis and Properties of 2′-O,4′-C-Spirocyclopropylene Bridged Nucleic Acid (scpBNA), an Analogue of 2′,4′-BNA/LNA Bearing a Cyclopropane Ring
    • Yamaguchi, T.; Horiba, M.; Obika, S. Synthesis and Properties of 2′-O,4′-C-Spirocyclopropylene Bridged Nucleic Acid (scpBNA), an Analogue of 2′,4′-BNA/LNA Bearing a Cyclopropane Ring Chem. Commun. 2015, 51, 9737-9740 10.1039/C5CC02024G
    • (2015) Chem. Commun. , vol.51 , pp. 9737-9740
    • Yamaguchi, T.1    Horiba, M.2    Obika, S.3
  • 160
    • 78649899322 scopus 로고    scopus 로고
    • Configuration of the 5′-Methyl Group Modulates the Biophysical and Biological Properties of Locked Nucleic Acid (LNA) Oligonucleotides
    • Seth, P. P.; Allerson, C. R.; Siwkowski, A.; Vasquez, G.; Berdeja, A.; Migawa, M. T.; Gaus, H.; Prakash, T. P.; Bhat, B.; Swayze, E. E. Configuration of the 5′-Methyl Group Modulates the Biophysical and Biological Properties of Locked Nucleic Acid (LNA) Oligonucleotides J. Med. Chem. 2010, 53, 8309-8318 10.1021/jm101207e
    • (2010) J. Med. Chem. , vol.53 , pp. 8309-8318
    • Seth, P.P.1    Allerson, C.R.2    Siwkowski, A.3    Vasquez, G.4    Berdeja, A.5    Migawa, M.T.6    Gaus, H.7    Prakash, T.P.8    Bhat, B.9    Swayze, E.E.10
  • 161
    • 41849117741 scopus 로고    scopus 로고
    • Design, Synthesis, and Properties of 2′,4′-BNANC: A Bridged Nucleic Acid Analogue
    • AbdurRahman, S. M.; Seki, S.; Obika, S.; Yoshikawa, H.; Miyashita, K.; Imanishi, T. Design, Synthesis, and Properties of 2′,4′-BNANC: A Bridged Nucleic Acid Analogue J. Am. Chem. Soc. 2008, 130, 4886-4896 10.1021/ja710342q
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 4886-4896
    • AbdurRahman, S.M.1    Seki, S.2    Obika, S.3    Yoshikawa, H.4    Miyashita, K.5    Imanishi, T.6
  • 162
    • 77649230488 scopus 로고    scopus 로고
    • Antisense Oligonucleotides Containing Conformationally Constrained 2′,4′-(N-Methoxy)Aminomethylene and 2′,4′-Aminooxymethylene and 2′-O,4′-C-Aminomethylene Bridged Nucleoside Analogues show Improved Potency in Animal Models
    • Prakash, T. P.; Siwkowski, A.; Allerson, C. R.; Migawa, M. T.; Lee, S.; Gaus, H. J.; Black, C.; Seth, P. P.; Swayze, E. E.; Bhat, B. Antisense Oligonucleotides Containing Conformationally Constrained 2′,4′-(N-Methoxy)Aminomethylene and 2′,4′-Aminooxymethylene and 2′-O,4′-C-Aminomethylene Bridged Nucleoside Analogues show Improved Potency in Animal Models J. Med. Chem. 2010, 53, 1636-1650 10.1021/jm9013295
    • (2010) J. Med. Chem. , vol.53 , pp. 1636-1650
    • Prakash, T.P.1    Siwkowski, A.2    Allerson, C.R.3    Migawa, M.T.4    Lee, S.5    Gaus, H.J.6    Black, C.7    Seth, P.P.8    Swayze, E.E.9    Bhat, B.10
  • 163
    • 84890423759 scopus 로고    scopus 로고
    • Guanidine bridged nucleic acid (GuNA): An effect of a cationic bridged nucleic acid on DNA binding affinity
    • Shrestha, A. R.; Kotobuki, Y.; Hari, Y.; Obika, S. Guanidine bridged nucleic acid (GuNA): an effect of a cationic bridged nucleic acid on DNA binding affinity Chem. Commun. 2014, 50, 575-577 10.1039/C3CC46017G
    • (2014) Chem. Commun. , vol.50 , pp. 575-577
    • Shrestha, A.R.1    Kotobuki, Y.2    Hari, Y.3    Obika, S.4
  • 164
    • 84869482664 scopus 로고    scopus 로고
    • Amido-Bridged Nucleic Acids (AmNAs): Synthesis, Duplex Stability, Nuclease Resistance, and in Vitro Antisense Potency
    • Yahara, A.; Shrestha, A. R.; Yamamoto, T.; Hari, Y.; Osawa, T.; Yamaguchi, M.; Nishida, M.; Kodama, T.; Obika, S. Amido-Bridged Nucleic Acids (AmNAs): Synthesis, Duplex Stability, Nuclease Resistance, and in Vitro Antisense Potency ChemBioChem 2012, 13, 2513-2516 10.1002/cbic.201200506
    • (2012) ChemBioChem , vol.13 , pp. 2513-2516
    • Yahara, A.1    Shrestha, A.R.2    Yamamoto, T.3    Hari, Y.4    Osawa, T.5    Yamaguchi, M.6    Nishida, M.7    Kodama, T.8    Obika, S.9
  • 165
    • 84910018916 scopus 로고    scopus 로고
    • Sulfonamide-Bridged Nucleic Acid: Synthesis, High RNA Selective Hybridization, and High Nuclease Resistance
    • Mitsuoka, Y.; Fujimura, Y.; Waki, R.; Kugimiya, A.; Yamamoto, T.; Hari, Y.; Obika, S. Sulfonamide-Bridged Nucleic Acid: Synthesis, High RNA Selective Hybridization, and High Nuclease Resistance Org. Lett. 2014, 16, 5640-5643 10.1021/ol503029v
    • (2014) Org. Lett. , vol.16 , pp. 5640-5643
    • Mitsuoka, Y.1    Fujimura, Y.2    Waki, R.3    Kugimiya, A.4    Yamamoto, T.5    Hari, Y.6    Obika, S.7
  • 166
    • 77954715989 scopus 로고    scopus 로고
    • Synthesis, RNA Selective Hybridization and High Nuclease Resistance of an Oligonucleotide Containing Novel Bridged Nucleic Acid with Cyclic Urea Structure
    • Nishida, M.; Baba, T.; Kodama, T.; Yahara, A.; Imanishi, T.; Obika, S. Synthesis, RNA Selective Hybridization and High Nuclease Resistance of an Oligonucleotide Containing Novel Bridged Nucleic Acid with Cyclic Urea Structure Chem. Commun. 2010, 46, 5283-5285 10.1039/c0cc00154f
    • (2010) Chem. Commun. , vol.46 , pp. 5283-5285
    • Nishida, M.1    Baba, T.2    Kodama, T.3    Yahara, A.4    Imanishi, T.5    Obika, S.6
  • 167
    • 84055200166 scopus 로고    scopus 로고
    • Synthesis and Properties of a Bridged Nucleic Acid with a Perhydro-1,2-oxazin-3-one Ring
    • Shrestha, A. R.; Hari, Y.; Yahara, A.; Osawa, T.; Obika, S. Synthesis and Properties of a Bridged Nucleic Acid with a Perhydro-1,2-oxazin-3-one Ring J. Org. Chem. 2011, 76, 9891-9899 10.1021/jo201597e
    • (2011) J. Org. Chem. , vol.76 , pp. 9891-9899
    • Shrestha, A.R.1    Hari, Y.2    Yahara, A.3    Osawa, T.4    Obika, S.5
  • 169
    • 69549133908 scopus 로고    scopus 로고
    • Synthesis of Functionalized Carbocyclic Locked Nucleic Acid Analogues by Ring-Closing Diene and Enyne Metathesis and their Influence on Nucleic Acid Stability and Structure
    • Kumar, S.; Hansen, M. H.; Albaek, N.; Steffansen, S. I.; Petersen, M.; Nielsen, P. Synthesis of Functionalized Carbocyclic Locked Nucleic Acid Analogues by Ring-Closing Diene and Enyne Metathesis and their Influence on Nucleic Acid Stability and Structure J. Org. Chem. 2009, 74, 6756-6769 10.1021/jo9013657
    • (2009) J. Org. Chem. , vol.74 , pp. 6756-6769
    • Kumar, S.1    Hansen, M.H.2    Albaek, N.3    Steffansen, S.I.4    Petersen, M.5    Nielsen, P.6
  • 170
    • 84865092874 scopus 로고    scopus 로고
    • Intramolecular Free-Radical Cyclization Reactions on Pentose Sugars for the Synthesis of Carba-LNA and Carba-ENA and the Application of Their Modified Oligonucleotides as Potential RNA Targeted Therapeutics
    • Zhou, C.; Chattopadhyaya, J. Intramolecular Free-Radical Cyclization Reactions on Pentose Sugars for the Synthesis of Carba-LNA And Carba-ENA and the Application of Their Modified Oligonucleotides as Potential RNA Targeted Therapeutics Chem. Rev. 2012, 112, 3808-3832 10.1021/cr100306q
    • (2012) Chem. Rev. , vol.112 , pp. 3808-3832
    • Zhou, C.1    Chattopadhyaya, J.2
  • 171
    • 84871481281 scopus 로고    scopus 로고
    • Synthesis, Duplex Stabilization and Structural Properties of a Fluorinated Carbocyclic LNA Analogue
    • Seth, P. P.; Pallan, P. S.; Swayze, E. E.; Egli, M. Synthesis, Duplex Stabilization and Structural Properties of a Fluorinated Carbocyclic LNA Analogue ChemBioChem 2013, 14, 58-62 10.1002/cbic.201200669
    • (2013) ChemBioChem , vol.14 , pp. 58-62
    • Seth, P.P.1    Pallan, P.S.2    Swayze, E.E.3    Egli, M.4
  • 172
    • 34447129727 scopus 로고    scopus 로고
    • Five- and Six-Membered Conformationally Locked 2′,4′-Carbocyclic ribo-Thymidines: Synthesis, Structure, and Biochemical Studies
    • Srivastava, P.; Barman, J.; Pathmasiri, W.; Plashkevych, O.; Wenska, M.; Chattopadhyaya, J. Five- and Six-Membered Conformationally Locked 2′,4′-Carbocyclic ribo-Thymidines: Synthesis, Structure, and Biochemical Studies J. Am. Chem. Soc. 2007, 129, 8362-8379 10.1021/ja071106y
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 8362-8379
    • Srivastava, P.1    Barman, J.2    Pathmasiri, W.3    Plashkevych, O.4    Wenska, M.5    Chattopadhyaya, J.6
  • 174
    • 0037033135 scopus 로고    scopus 로고
    • 2′-O,4′-C-Ethylene-Bridged Nucleic Acids (ENA): Highly Nuclease-Resistant and Thermodynamically Stable Oligonucleotides for Antisense Drug
    • Morita, K.; Hasegawa, C.; Kaneko, M.; Tsutsumi, S.; Sone, J.; Ishikawa, T.; Imanishi, T.; Koizumi, M. 2′-O,4′-C-Ethylene-Bridged Nucleic Acids (ENA): Highly Nuclease-Resistant and Thermodynamically Stable Oligonucleotides for Antisense Drug Bioorg. Med. Chem. Lett. 2002, 12, 73-76 10.1016/S0960-894X(01)00683-7
    • (2002) Bioorg. Med. Chem. Lett. , vol.12 , pp. 73-76
    • Morita, K.1    Hasegawa, C.2    Kaneko, M.3    Tsutsumi, S.4    Sone, J.5    Ishikawa, T.6    Imanishi, T.7    Koizumi, M.8
  • 175
    • 0037447936 scopus 로고    scopus 로고
    • Synthesis and Properties of 2′-O,4′-C-Ethylene-Bridged Nucleic Acids (ENA) as Effective Antisense Oligonucleotides
    • Morita, K.; Takagi, M.; Hasegawa, C.; Kaneko, M.; Tsutsumi, S.; Sone, J.; Ishikawa, T.; Imanishi, T.; Koizumi, M. Synthesis and Properties of 2′-O,4′-C-Ethylene-Bridged Nucleic Acids (ENA) as Effective Antisense Oligonucleotides Bioorg. Med. Chem. 2003, 11, 2211-2226 10.1016/S0968-0896(03)00115-9
    • (2003) Bioorg. Med. Chem. , vol.11 , pp. 2211-2226
    • Morita, K.1    Takagi, M.2    Hasegawa, C.3    Kaneko, M.4    Tsutsumi, S.5    Sone, J.6    Ishikawa, T.7    Imanishi, T.8    Koizumi, M.9
  • 176
    • 84946782025 scopus 로고    scopus 로고
    • Synthesis and Properties of the 5-Methyluridine Derivative of 3,4-Dihydro-2H-pyran-Bridged Nucleic Acid (DpNA)
    • Osawa, T.; Hari, Y.; Dohi, M.; Matsuda, Y.; Obika, S. Synthesis and Properties of the 5-Methyluridine Derivative of 3,4-Dihydro-2H-pyran-Bridged Nucleic Acid (DpNA) J. Org. Chem. 2015, 80, 10474-10481 10.1021/acs.joc.5b01425
    • (2015) J. Org. Chem. , vol.80 , pp. 10474-10481
    • Osawa, T.1    Hari, Y.2    Dohi, M.3    Matsuda, Y.4    Obika, S.5
  • 177
    • 30344476699 scopus 로고    scopus 로고
    • Synthesis and Properties of 2′-O,4′-C-Methyleneoxymethylene Bridged Nucleic Acid
    • Hari, Y.; Obika, S.; Ohnishi, R.; Eguchi, K.; Osaki, T.; Ohishi, H.; Imanishi, T. Synthesis and Properties of 2′-O,4′-C-Methyleneoxymethylene Bridged Nucleic Acid Bioorg. Med. Chem. 2006, 14, 1029-1038 10.1016/j.bmc.2005.09.020
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 1029-1038
    • Hari, Y.1    Obika, S.2    Ohnishi, R.3    Eguchi, K.4    Osaki, T.5    Ohishi, H.6    Imanishi, T.7
  • 178
    • 84880515229 scopus 로고    scopus 로고
    • Synthesis and Properties of 2′-O,4′-C-Ethyleneoxy Bridged 5-Methyluridine
    • Hari, Y.; Morikawa, T.; Osawa, T.; Obika, S. Synthesis and Properties of 2′-O,4′-C-Ethyleneoxy Bridged 5-Methyluridine Org. Lett. 2013, 15, 3702-3705 10.1021/ol401566r
    • (2013) Org. Lett. , vol.15 , pp. 3702-3705
    • Hari, Y.1    Morikawa, T.2    Osawa, T.3    Obika, S.4
  • 179
    • 77958499695 scopus 로고    scopus 로고
    • A Novel Bridged Nucleoside Bearing a Conformationally Switchable Sugar Moiety in Response to Redox Changes
    • Baba, T.; Kodama, T.; Mori, K.; Imanishi, T.; Obika, S. A Novel Bridged Nucleoside Bearing a Conformationally Switchable Sugar Moiety in Response to Redox Changes Chem. Commun. 2010, 46, 8058-8060 10.1039/c0cc02484h
    • (2010) Chem. Commun. , vol.46 , pp. 8058-8060
    • Baba, T.1    Kodama, T.2    Mori, K.3    Imanishi, T.4    Obika, S.5
  • 180
    • 0034620192 scopus 로고    scopus 로고
    • Synthesis of Conformationally Locked C-Nucleosides having a 2,5-Dioxabicyclo[2.2.1]Heptane Ring System
    • Obika, S.; Hari, Y.; Morio, K.-i.; Imanishi, T. Synthesis of Conformationally Locked C-Nucleosides having a 2,5-Dioxabicyclo[2.2.1]Heptane Ring System Tetrahedron Lett. 2000, 41, 215-219 10.1016/S0040-4039(99)01998-X
    • (2000) Tetrahedron Lett. , vol.41 , pp. 215-219
    • Obika, S.1    Hari, Y.2    Morio, K.-I.3    Imanishi, T.4
  • 181
    • 84883756693 scopus 로고    scopus 로고
    • Synthesis and Biophysical Properties of Constrained D-Altritol Nucleic Acids (cANA)
    • Migawa, M. T.; Prakash, T. P.; Vasquez, G.; Seth, P. P.; Swayze, E. E. Synthesis and Biophysical Properties of Constrained D-Altritol Nucleic Acids (cANA) Org. Lett. 2013, 15, 4316-4319 10.1021/ol401730d
    • (2013) Org. Lett. , vol.15 , pp. 4316-4319
    • Migawa, M.T.1    Prakash, T.P.2    Vasquez, G.3    Seth, P.P.4    Swayze, E.E.5
  • 183
    • 80955126637 scopus 로고    scopus 로고
    • Design, Synthesis, and Properties of Boat-Shaped Glucopyranosyl Nucleic Acid
    • Mori, K.; Kodama, T.; Obika, S. Design, Synthesis, and Properties of Boat-Shaped Glucopyranosyl Nucleic Acid Org. Lett. 2011, 13, 6050-6053 10.1021/ol2025229
    • (2011) Org. Lett. , vol.13 , pp. 6050-6053
    • Mori, K.1    Kodama, T.2    Obika, S.3
  • 186
    • 0034595242 scopus 로고    scopus 로고
    • The Eight Stereoisomers of LNA (Locked Nucleic Acid): A Remarkable Family of Strong RNA Binding Molecules
    • Rajwanshi, V. K.; Hakansson, A. E.; Sorensen, M. D.; Pitsch, S.; Singh, S. K.; Kumar, R.; Nielsen, P.; Wengel, J. The Eight Stereoisomers of LNA (Locked Nucleic Acid): A Remarkable Family of Strong RNA Binding Molecules Angew. Chem., Int. Ed. 2000, 39, 1656-1659 10.1002/(SICI)1521-3773(20000502)39:9<1656::AID-ANIE1656>3.0.CO;2-Q
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 1656-1659
    • Rajwanshi, V.K.1    Hakansson, A.E.2    Sorensen, M.D.3    Pitsch, S.4    Singh, S.K.5    Kumar, R.6    Nielsen, P.7    Wengel, J.8
  • 188
    • 0034604510 scopus 로고    scopus 로고
    • Structural Studies of LNA:RNA Duplexes by NMR: Conformations and Implications for RNase H Activity
    • Bondensgaard, K.; Petersen, M.; Singh, S. K.; Rajwanshi, V. K.; Kumar, R.; Wengel, J.; Jacobsen, J. P. Structural Studies of LNA:RNA Duplexes by NMR: Conformations and Implications for RNase H Activity Chem.-Eur. J. 2000, 6, 2687-2695 10.1002/1521-3765(20000804)6:15<2687::AID-CHEM2687>3.0.CO;2-U
    • (2000) Chem. - Eur. J. , vol.6 , pp. 2687-2695
    • Bondensgaard, K.1    Petersen, M.2    Singh, S.K.3    Rajwanshi, V.K.4    Kumar, R.5    Wengel, J.6    Jacobsen, J.P.7
  • 189
    • 80052174580 scopus 로고    scopus 로고
    • Pyrene-Functionalized Oligonucleotides and Locked Nucleic Acids (LNAs): Tools for Fundamental Research, Diagnostics, and Nanotechnology
    • Ostergaard, M. E.; Hrdlicka, P. J. Pyrene-Functionalized Oligonucleotides and Locked Nucleic Acids (LNAs): Tools for Fundamental Research, Diagnostics, and Nanotechnology Chem. Soc. Rev. 2011, 40, 5771-5788 10.1039/c1cs15014f
    • (2011) Chem. Soc. Rev. , vol.40 , pp. 5771-5788
    • Ostergaard, M.E.1    Hrdlicka, P.J.2
  • 190
    • 77956556303 scopus 로고    scopus 로고
    • Free-Radical Ring Closure to Conformationally Locked Alpha-L-Carba-LNAs and Synthesis of their Oligos: Nuclease Stability, Target RNA Specificity, and Elicitation of RNase H
    • Li, Q.; Yuan, F.; Zhou, C.; Plashkevych, O.; Chattopadhyaya, J. Free-Radical Ring Closure to Conformationally Locked Alpha-L-Carba-LNAs and Synthesis of their Oligos: Nuclease Stability, Target RNA Specificity, and Elicitation of RNase H J. Org. Chem. 2010, 75, 6122-6140 10.1021/jo100900v
    • (2010) J. Org. Chem. , vol.75 , pp. 6122-6140
    • Li, Q.1    Yuan, F.2    Zhou, C.3    Plashkevych, O.4    Chattopadhyaya, J.5
  • 191
    • 79851510892 scopus 로고    scopus 로고
    • Synthesis and Biophysical Characterization of R-6′-Me-α-L-LNA Modified Oligonucleotides
    • Seth, P. P.; Yu, J.; Allerson, C. R.; Berdeja, A.; Swayze, E. E. Synthesis and Biophysical Characterization of R-6′-Me-α-L-LNA Modified Oligonucleotides Bioorg. Med. Chem. Lett. 2011, 21, 1122-1125 10.1016/j.bmcl.2010.12.119
    • (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 1122-1125
    • Seth, P.P.1    Yu, J.2    Allerson, C.R.3    Berdeja, A.4    Swayze, E.E.5
  • 192
    • 79960911525 scopus 로고    scopus 로고
    • Synthesis and Biophysical Evaluation of 3′-Me-α-L-LNA - Substitution in the Minor Groove of α-L-LNA Duplexes
    • Seth, P. P.; Allerson, C. A.; Ostergaard, M. E.; Swayze, E. E. Synthesis and Biophysical Evaluation of 3′-Me-α-L-LNA-Substitution in the Minor Groove of α-L-LNA Duplexes Bioorg. Med. Chem. Lett. 2011, 21, 4690-4694 10.1016/j.bmcl.2011.06.104
    • (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 4690-4694
    • Seth, P.P.1    Allerson, C.A.2    Ostergaard, M.E.3    Swayze, E.E.4
  • 193
    • 84655169891 scopus 로고    scopus 로고
    • Structural Requirements for Hybridization at the 5′-Position are Different in α-L-LNA as Compared to β-D-LNA
    • Seth, P. P.; Allerson, C. R.; Ostergaard, M. E.; Swayze, E. E. Structural Requirements for Hybridization at the 5′-Position are Different in α-L-LNA as Compared to β-D-LNA Bioorg. Med. Chem. Lett. 2012, 22, 296-299 10.1016/j.bmcl.2011.11.012
    • (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 296-299
    • Seth, P.P.1    Allerson, C.R.2    Ostergaard, M.E.3    Swayze, E.E.4
  • 194
    • 84868347571 scopus 로고    scopus 로고
    • Structure Activity Relationships of α-L-LNA Modified Phosphorothioate Gapmer Antisense Oligonucleotides in Animals
    • Seth, P. P.; Jazayeri, A.; Yu, J.; Allerson, C. R.; Bhat, B.; Swayze, E. E. Structure Activity Relationships of α-L-LNA Modified Phosphorothioate Gapmer Antisense Oligonucleotides in Animals Mol. Ther. - Nucleic Acids 2012, 1, e47 10.1038/mtna.2012.34
    • (2012) Mol. Ther. - Nucleic Acids , vol.1 , pp. e47
    • Seth, P.P.1    Jazayeri, A.2    Yu, J.3    Allerson, C.R.4    Bhat, B.5    Swayze, E.E.6
  • 195
    • 84911874131 scopus 로고    scopus 로고
    • Comparison of Duplex Stabilizing Properties of 2′-Fluorinated Nucleic Acid Analogues with Furanose and Non-Furanose Sugar Rings
    • Ostergaard, M. E.; Dwight, T.; Berdeja, A.; Swayze, E. E.; Jung, M. E.; Seth, P. P. Comparison of Duplex Stabilizing Properties of 2′-Fluorinated Nucleic Acid Analogues with Furanose and Non-Furanose Sugar Rings J. Org. Chem. 2014, 79, 8877-8881 10.1021/jo501381q
    • (2014) J. Org. Chem. , vol.79 , pp. 8877-8881
    • Ostergaard, M.E.1    Dwight, T.2    Berdeja, A.3    Swayze, E.E.4    Jung, M.E.5    Seth, P.P.6
  • 198
    • 0029815436 scopus 로고    scopus 로고
    • Nucleosides with a Twist. Can Fixed Forms of Sugar Ring Pucker Influence Biological Activity in Nucleosides and Oligonucleotides?
    • Marquez, V. E.; Siddiqui, M. A.; Ezzitouni, A.; Russ, P.; Wang, J.; Wagner, R. W.; Matteucci, M. D. Nucleosides with a Twist. Can Fixed Forms of Sugar Ring Pucker Influence Biological Activity in Nucleosides and Oligonucleotides? J. Med. Chem. 1996, 39, 3739-3747 10.1021/jm960306+
    • (1996) J. Med. Chem. , vol.39 , pp. 3739-3747
    • Marquez, V.E.1    Siddiqui, M.A.2    Ezzitouni, A.3    Russ, P.4    Wang, J.5    Wagner, R.W.6    Matteucci, M.D.7
  • 199
    • 84859394741 scopus 로고    scopus 로고
    • The Conformationally Constrained N-Methanocarba-dT Analogue Adopts an Unexpected C4′-exo Sugar Pucker in the Structure of a DNA Hairpin
    • Pallan, P. S.; Marquez, V. E.; Egli, M. The Conformationally Constrained N-Methanocarba-dT Analogue Adopts an Unexpected C4′-exo Sugar Pucker in the Structure of a DNA Hairpin Biochemistry 2012, 51, 2639-2641 10.1021/bi300215k
    • (2012) Biochemistry , vol.51 , pp. 2639-2641
    • Pallan, P.S.1    Marquez, V.E.2    Egli, M.3
  • 200
    • 80054756151 scopus 로고    scopus 로고
    • Synthesis, Improved Antisense Activity and Structural Rationale for the Divergent RNA Affinities of 3′-Fluoro Hexitol Nucleic Acid (FHNA and Ara-FHNA) Modified Oligonucleotides
    • Egli, M.; Pallan, P. S.; Allerson, C. R.; Prakash, T. P.; Berdeja, A.; Yu, J.; Lee, S.; Watt, A.; Gaus, H.; Bhat, B.; Swayze, E. E.; Seth, P. P. Synthesis, Improved Antisense Activity and Structural Rationale for the Divergent RNA Affinities of 3′-Fluoro Hexitol Nucleic Acid (FHNA and Ara-FHNA) Modified Oligonucleotides J. Am. Chem. Soc. 2011, 133, 16642-16649 10.1021/ja207086x
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 16642-16649
    • Egli, M.1    Pallan, P.S.2    Allerson, C.R.3    Prakash, T.P.4    Berdeja, A.5    Yu, J.6    Lee, S.7    Watt, A.8    Gaus, H.9    Bhat, B.10    Swayze, E.E.11    Seth, P.P.12
  • 201
    • 0036169162 scopus 로고    scopus 로고
    • DNA Analogues: From Supramolecular Principles to Biological Properties
    • Leumann, C. J. DNA Analogues: From Supramolecular Principles to Biological Properties Bioorg. Med. Chem. 2002, 10, 841-854 10.1016/S0968-0896(01)00348-0
    • (2002) Bioorg. Med. Chem. , vol.10 , pp. 841-854
    • Leumann, C.J.1
  • 202
    • 0028366060 scopus 로고
    • Nucleic-Acid Analogs with Restricted Conformational Flexibility in the Sugar-Phosphate Backbone ('Bicyclo-DNA'). Part 3. Synthesis, Pairing Properties, and Calorimetric Determination of Duplex and Triplex Stability of Decanucleotides from [(3′S,5′R)-2′-Deoxy-3′,5′-Ethano-b-D-Ribofuranosyl]Adenosine and -Thymine
    • Tarköy, M.; Bolli, M.; Leumann, C. Nucleic-Acid Analogs with Restricted Conformational Flexibility in the Sugar-Phosphate Backbone ('Bicyclo-DNA'). Part 3. Synthesis, Pairing Properties, and Calorimetric Determination of Duplex and Triplex Stability of Decanucleotides from [(3′S,5′R)-2′-Deoxy-3′,5′-Ethano-b-D-Ribofuranosyl]Adenosine and -Thymine Helv. Chim. Acta 1994, 77, 716-744 10.1002/hlca.19940770315
    • (1994) Helv. Chim. Acta , vol.77 , pp. 716-744
    • Tarköy, M.1    Bolli, M.2    Leumann, C.3
  • 203
    • 84987491049 scopus 로고
    • Nucleic-Acid Analogs with Constraint Conformational Flexibility in the Sugar-Phosphate Backbone ('Bicyclo-DNA'). Part 1. Preparation of (3′S,5′R)-2′-Deoxy-3′,5′-Athano-αβ-D-Ribonucleosides (Bicyclonucleosides)
    • Tarköy, M.; Bolli, M.; Schweizer, B.; Leumann, C. Nucleic-Acid Analogs with Constraint Conformational Flexibility in the Sugar-Phosphate Backbone ('Bicyclo-DNA'). Part 1. Preparation of (3′S,5′R)-2′-Deoxy-3′,5′-Athano-αβ-D-Ribonucleosides (Bicyclonucleosides) Helv. Chim. Acta 1993, 76, 481-510 10.1002/hlca.19930760132
    • (1993) Helv. Chim. Acta , vol.76 , pp. 481-510
    • Tarköy, M.1    Bolli, M.2    Schweizer, B.3    Leumann, C.4
  • 204
    • 0017568037 scopus 로고
    • Lymphocytotoxic Antibodies in Patients with Inflammatory Bowel Disease and their Spouses - Evidence for a Transmissible Agent
    • Strickland, R. G.; Miller, W. C.; Volpicelli, N. A.; Gaeke, R. F.; Wilson, I. D.; Kirsner, J. B.; Williams, R. C., Jr. Lymphocytotoxic Antibodies in Patients with Inflammatory Bowel Disease and their Spouses - Evidence for a Transmissible Agent Clin. Exp. Immunol. 1977, 30, 188-192
    • (1977) Clin. Exp. Immunol. , vol.30 , pp. 188-192
    • Strickland, R.G.1    Miller, W.C.2    Volpicelli, N.A.3    Gaeke, R.F.4    Wilson, I.D.5    Kirsner, J.B.6    Williams, R.C.7
  • 205
    • 0000831957 scopus 로고
    • Crystal Structure of a Parallel-Stranded Duplex of a Deoxycytidylyl-(3′-5′)-Deoxycytidine Analog Containing Intranucleosidyl C(3′)-C(5′) Ethylene Bridges
    • Egli, M.; Lubini, P.; Bolli, M.; Dobler, M.; Leumann, C. Crystal Structure of a Parallel-Stranded Duplex of a Deoxycytidylyl-(3′-5′)-Deoxycytidine Analog Containing Intranucleosidyl C(3′)-C(5′) Ethylene Bridges J. Am. Chem. Soc. 1993, 115, 5855-5856 10.1021/ja00066a076
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 5855-5856
    • Egli, M.1    Lubini, P.2    Bolli, M.3    Dobler, M.4    Leumann, C.5
  • 206
    • 78449261029 scopus 로고    scopus 로고
    • Parallel Synthesis and Nucleic Acid Binding Properties of C(6′)-α-Functionalized Bicyclo-DNA
    • Silhar, P.; Leumann, C. J. Parallel Synthesis and Nucleic Acid Binding Properties of C(6′)-α-Functionalized Bicyclo-DNA Bioorg. Med. Chem. 2010, 18, 7786-7793 10.1016/j.bmc.2010.09.064
    • (2010) Bioorg. Med. Chem. , vol.18 , pp. 7786-7793
    • Silhar, P.1    Leumann, C.J.2
  • 207
    • 80052933784 scopus 로고    scopus 로고
    • Screening the Structural Space of Bicyclo-DNA: Synthesis and Properties of Bicyclo-DNA Functionalized at C(6′)
    • Luisier, S.; Leumann, C. J. Screening the Structural Space of Bicyclo-DNA: Synthesis and Properties of Bicyclo-DNA Functionalized at C(6′) Heterocycles 2010, 82, 775-790 10.3987/COM-10-S(E)65
    • (2010) Heterocycles , vol.82 , pp. 775-790
    • Luisier, S.1    Leumann, C.J.2
  • 208
    • 80052952182 scopus 로고    scopus 로고
    • Synthesis, Binding and Cellular Uptake Properties of Oligodeoxynucleotides Containing Cationic Bicyclo-Thymidine Residues
    • Lietard, J.; Ittig, D.; Leumann, C. J. Synthesis, Binding and Cellular Uptake Properties of Oligodeoxynucleotides Containing Cationic Bicyclo-Thymidine Residues Bioorg. Med. Chem. 2011, 19, 5869-5875 10.1016/j.bmc.2011.08.022
    • (2011) Bioorg. Med. Chem. , vol.19 , pp. 5869-5875
    • Lietard, J.1    Ittig, D.2    Leumann, C.J.3
  • 209
    • 84864059335 scopus 로고    scopus 로고
    • Synthesis and Pairing Properties of Oligodeoxynucleotides Containing Bicyclo-RNA and Bicyclo-ANA Modifications
    • Haziri, A. I.; Leumann, C. J. Synthesis and Pairing Properties of Oligodeoxynucleotides Containing Bicyclo-RNA and Bicyclo-ANA Modifications J. Org. Chem. 2012, 77, 5861-5869 10.1021/jo300554w
    • (2012) J. Org. Chem. , vol.77 , pp. 5861-5869
    • Haziri, A.I.1    Leumann, C.J.2
  • 210
    • 0037011148 scopus 로고    scopus 로고
    • Bicyclo[3.2.1]Amide-DNA: A Chiral, Nonchiroselective Base-Pairing System
    • Ahn, D. R.; Egger, A.; Lehmann, C.; Pitsch, S.; Leumann, C. J. Bicyclo[3.2.1]Amide-DNA: A Chiral, Nonchiroselective Base-Pairing System Chem.-Eur. J. 2002, 8, 5312-5322 10.1002/1521-3765(20021202)8:23<5312::AID-CHEM5312>3.0.CO;2-M
    • (2002) Chem. - Eur. J. , vol.8 , pp. 5312-5322
    • Ahn, D.R.1    Egger, A.2    Lehmann, C.3    Pitsch, S.4    Leumann, C.J.5
  • 211
    • 0344613975 scopus 로고    scopus 로고
    • Nucleic-Acid Analogs with Restricted Conformational Flexibility in the Sugar-Phosphate Backbone (″Bicyclo-DNA″). Part 7. Synthesis and Properties of Oligodeoxyribonucleotides Containing [(3′S,5′S,6′R)-6′-Amino-2′-Deoxy-3′,5′-Ethano-β-D-Ribofuranosyl]Thymine ((6′R)-6′-Amino-Bicyclo-Thymidine)
    • Meier, R.; Gruschow, S.; Leumann, C. Nucleic-Acid Analogs with Restricted Conformational Flexibility in the Sugar-Phosphate Backbone (″Bicyclo-DNA″). Part 7. Synthesis and Properties of Oligodeoxyribonucleotides Containing [(3′S,5′S,6′R)-6′-Amino-2′-Deoxy-3′,5′-Ethano-β-D-Ribofuranosyl]Thymine ((6′R)-6′-Amino-Bicyclo-Thymidine) Helv. Chim. Acta 1999, 82, 1813-1828 10.1002/(SICI)1522-2675(19991110)82:11<1813::AID-HLCA1813>3.0.CO;2-0
    • (1999) Helv. Chim. Acta , vol.82 , pp. 1813-1828
    • Meier, R.1    Gruschow, S.2    Leumann, C.3
  • 212
    • 0030090491 scopus 로고    scopus 로고
    • Bicyclo-DNA: A Hoogsteen-Selective Pairing System
    • Bolli, M.; Litten, J. C.; Schutz, R.; Leumann, C. J. Bicyclo-DNA: a Hoogsteen-Selective Pairing System Chem. Biol. 1996, 3, 197-206 10.1016/S1074-5521(96)90263-X
    • (1996) Chem. Biol. , vol.3 , pp. 197-206
    • Bolli, M.1    Litten, J.C.2    Schutz, R.3    Leumann, C.J.4
  • 213
    • 84893872409 scopus 로고    scopus 로고
    • A 6′-Fluoro-Substituent in Bicyclo-DNA Increases Affinity to Complementary RNA Presumably by CF-HC Pseudohydrogen Bonds
    • Dugovic, B.; Leumann, C. J. A 6′-Fluoro-Substituent in Bicyclo-DNA Increases Affinity to Complementary RNA Presumably by CF-HC Pseudohydrogen Bonds J. Org. Chem. 2014, 79, 1271-1279 10.1021/jo402690j
    • (2014) J. Org. Chem. , vol.79 , pp. 1271-1279
    • Dugovic, B.1    Leumann, C.J.2
  • 214
    • 0345412724 scopus 로고    scopus 로고
    • Synthesis of Hydroxymethyl Branched [3.2.0]Bicyclic Nucleosides using a Regioselective Oxetane Ring-Formation
    • Christensen, N. K.; Andersen, A. K. L.; Schultz, T. R.; Nielsen, P. Synthesis of Hydroxymethyl Branched [3.2.0]Bicyclic Nucleosides using a Regioselective Oxetane Ring-Formation Org. Biomol. Chem. 2003, 1, 3738-3748 10.1039/b307667a
    • (2003) Org. Biomol. Chem. , vol.1 , pp. 3738-3748
    • Christensen, N.K.1    Andersen, A.K.L.2    Schultz, T.R.3    Nielsen, P.4
  • 215
    • 38849157057 scopus 로고    scopus 로고
    • Crystal Structure of Tricyclo-DNA: An Unusual Compensatory Change of Two Adjacent Backbone Torsion Angles
    • Pallan, P. S.; Ittig, D.; Heroux, A.; Wawrzak, Z.; Leumann, C. J.; Egli, M. Crystal Structure of Tricyclo-DNA: An Unusual Compensatory Change of Two Adjacent Backbone Torsion Angles Chem. Commun. 2008, 883-885 10.1039/B716390H
    • (2008) Chem. Commun. , pp. 883-885
    • Pallan, P.S.1    Ittig, D.2    Heroux, A.3    Wawrzak, Z.4    Leumann, C.J.5    Egli, M.6
  • 216
    • 84865327750 scopus 로고    scopus 로고
    • The Steric Hypothesis for DNA Replication and Fluorine Hydrogen Bonding Revisited in Light of Structural Data
    • Egli, M. The Steric Hypothesis for DNA Replication and Fluorine Hydrogen Bonding Revisited in Light of Structural Data Acc. Chem. Res. 2012, 45, 1237-1246 10.1021/ar200303k
    • (2012) Acc. Chem. Res. , vol.45 , pp. 1237-1246
    • Egli, M.1
  • 217
    • 84864062473 scopus 로고    scopus 로고
    • TricycloDNA-Modified Oligo-2′-Deoxyribonucleotides Reduce Scavenger Receptor B1 mRNA an Hepatic and Extra-Hepatic Tissues - A Comparative Study of Oligonucleotide Length, Design and Chemistry
    • Murray, S.; Ittig, D.; Koller, E.; Berdeja, A.; Chappell, A.; Prakash, T. P.; Norrbom, M.; Swayze, E. E.; Leumann, C. J.; Seth, P. P. TricycloDNA-Modified Oligo-2′-Deoxyribonucleotides Reduce Scavenger Receptor B1 mRNA an Hepatic and Extra-Hepatic Tissues - A Comparative Study of Oligonucleotide Length, Design and Chemistry Nucleic Acids Res. 2012, 40, 6135-6143 10.1093/nar/gks273
    • (2012) Nucleic Acids Res. , vol.40 , pp. 6135-6143
    • Murray, S.1    Ittig, D.2    Koller, E.3    Berdeja, A.4    Chappell, A.5    Prakash, T.P.6    Norrbom, M.7    Swayze, E.E.8    Leumann, C.J.9    Seth, P.P.10
  • 220
    • 14344251429 scopus 로고    scopus 로고
    • Dinucleotides Containing Two Allyl Groups by Combinations of Allyl Phosphotriesters, 5-Allyl-, 2′-O-Allyl- and 2′-Arabino-O-Allyl Uridine Derivatives as Substrates for Ring-Closing Metathesis
    • Borsting, P.; Freitag, M.; Nielsen, P. Dinucleotides Containing Two Allyl Groups by Combinations of Allyl Phosphotriesters, 5-Allyl-, 2′-O-Allyl- and 2′-Arabino-O-Allyl Uridine Derivatives as Substrates For Ring-Closing Metathesis Tetrahedron 2004, 60, 10955-10966 10.1016/j.tet.2004.09.023
    • (2004) Tetrahedron , vol.60 , pp. 10955-10966
    • Borsting, P.1    Freitag, M.2    Nielsen, P.3
  • 221
    • 33746279446 scopus 로고    scopus 로고
    • Watson-Crick Base-Pairing Properties of Nucleic Acid Analogues with Stereocontrolled α and β Torsion Angles (α,β-D-CNAs)
    • Dupouy, C.; Iche-Tarrat, N.; Durrieu, M. P.; Rodriguez, F.; Escudier, J. M.; Vigroux, A. Watson-Crick Base-Pairing Properties of Nucleic Acid Analogues with Stereocontrolled α and β Torsion Angles (α,β-D-CNAs) Angew. Chem., Int. Ed. 2006, 45, 3623-3627 10.1002/anie.200504475
    • (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 3623-3627
    • Dupouy, C.1    Iche-Tarrat, N.2    Durrieu, M.P.3    Rodriguez, F.4    Escudier, J.M.5    Vigroux, A.6
  • 222
    • 84907989506 scopus 로고    scopus 로고
    • Differential Effects on Allele Selective Silencing of Mutant Huntingtin by Two Stereoisomers of α,β-Constrained Nucleic Acid
    • Ostergaard, M. E.; Gerland, B.; Escudier, J. M.; Swayze, E. E.; Seth, P. P. Differential Effects on Allele Selective Silencing of Mutant Huntingtin by Two Stereoisomers Of α,β-Constrained Nucleic Acid ACS Chem. Biol. 2014, 9, 1975-1979 10.1021/cb5003027
    • (2014) ACS Chem. Biol. , vol.9 , pp. 1975-1979
    • Ostergaard, M.E.1    Gerland, B.2    Escudier, J.M.3    Swayze, E.E.4    Seth, P.P.5
  • 223
    • 49149109089 scopus 로고    scopus 로고
    • Synthesis and Structure of Dinucleotides with S-Type Sugar Puckering and Noncanonical Îμ and ζ Torsion Angle Combination (Î2,Îμ ,ζ-D-CNA)
    • Dupouy, C.; Lavedan, P.; Escudier, J.-M. Synthesis and Structure of Dinucleotides with S-Type Sugar Puckering and Noncanonical Îμ and ζ Torsion Angle Combination (Î2,Îμ ,ζ-D-CNA) Eur. J. Org. Chem. 2008, 2008, 1285-1294 10.1002/ejoc.200701022
    • (2008) Eur. J. Org. Chem. , vol.2008 , pp. 1285-1294
    • Dupouy, C.1    Lavedan, P.2    Escudier, J.-M.3
  • 224
    • 80053470549 scopus 로고    scopus 로고
    • α,β-D-Constrained Nucleic Acids are Strong Terminators of Thermostable DNA Polymerases in Polymerase Chain Reaction
    • Martínez, O.; Ecochard, V.; Mahéo, S.; Gross, G.; Bodin, P.; Teissié, J.; Escudier, J.-M.; Paquereau, L. α,β-D-Constrained Nucleic Acids are Strong Terminators of Thermostable DNA Polymerases in Polymerase Chain Reaction PLoS One 2011, 6, e25510 10.1371/journal.pone.0025510
    • (2011) PLoS One , vol.6 , pp. e25510
    • Martínez, O.1    Ecochard, V.2    Mahéo, S.3    Gross, G.4    Bodin, P.5    Teissié, J.6    Escudier, J.-M.7    Paquereau, L.8
  • 225
    • 35848937596 scopus 로고    scopus 로고
    • Synthesis and Structure of Dinucleotides Featuring Canonical and Non-Canonical A-Type Duplex α, β and Î Torsion Angle Combinations (LNA/α,β-D-CNA)
    • Dupouy, C.; Lavedan, P.; Escudier, J.-M. Synthesis and Structure of Dinucleotides Featuring Canonical and Non-Canonical A-Type Duplex α, β and Î Torsion Angle Combinations (LNA/α,β-D-CNA) Eur. J. Org. Chem. 2007, 2007, 5256-5264 10.1002/ejoc.200700535
    • (2007) Eur. J. Org. Chem. , vol.2007 , pp. 5256-5264
    • Dupouy, C.1    Lavedan, P.2    Escudier, J.-M.3
  • 226
    • 79959950573 scopus 로고    scopus 로고
    • α,β-D-CNA Featuring Canonical and Noncanonical α/β Torsional Angles Behaviours Within Oligonucleotides
    • Boissonnet, A.; Dupouy, C.; Millard, P.; Durrieu, M.-P.; Tarrat, N.; Escudier, J.-M. α,β-D-CNA Featuring Canonical and Noncanonical α/β Torsional Angles Behaviours Within Oligonucleotides New J. Chem. 2011, 35, 1528-1533 10.1039/c1nj20086k
    • (2011) New J. Chem. , vol.35 , pp. 1528-1533
    • Boissonnet, A.1    Dupouy, C.2    Millard, P.3    Durrieu, M.-P.4    Tarrat, N.5    Escudier, J.-M.6
  • 227
    • 84868149455 scopus 로고    scopus 로고
    • Structure-Based Design of a Highly Constrained Nucleic Acid Analogue: Improved Duplex Stabilization by Restricting Sugar Pucker and Torsion Angle Gamma
    • Hanessian, S.; Schroeder, B. R.; Giacometti, R. D.; Merner, B. L.; Østergaard, M.; Swayze, E. E.; Seth, P. P. Structure-Based Design of a Highly Constrained Nucleic Acid Analogue: Improved Duplex Stabilization by Restricting Sugar Pucker and Torsion Angle Gamma Angew. Chem., Int. Ed. 2012, 51, 11242-11245 10.1002/anie.201203680
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 11242-11245
    • Hanessian, S.1    Schroeder, B.R.2    Giacometti, R.D.3    Merner, B.L.4    Østergaard, M.5    Swayze, E.E.6    Seth, P.P.7
  • 228
    • 0032909507 scopus 로고    scopus 로고
    • Synthesis of 3′-C- and 4′-C-Branched Oligodeoxynucleotides and the Development of Locked Nucleic Acid (LNA)
    • Wengel, J. Synthesis of 3′-C- and 4′-C-Branched Oligodeoxynucleotides and the Development of Locked Nucleic Acid (LNA) Acc. Chem. Res. 1999, 32, 301-310 10.1021/ar980051p
    • (1999) Acc. Chem. Res. , vol.32 , pp. 301-310
    • Wengel, J.1
  • 229
    • 84884553201 scopus 로고    scopus 로고
    • A Constrained Tricyclic Nucleic Acid Analogue of α-L-LNA: Investigating the Effects of Dual Conformational Restriction on Duplex Thermal Stability
    • Hanessian, S.; Wagger, J.; Merner, B. L.; Giacometti, R. D.; Østergaard, M. E.; Swayze, E. E.; Seth, P. P. A Constrained Tricyclic Nucleic Acid Analogue of α-L-LNA: Investigating the Effects of Dual Conformational Restriction on Duplex Thermal Stability J. Org. Chem. 2013, 78, 9064-9075 10.1021/jo401170y
    • (2013) J. Org. Chem. , vol.78 , pp. 9064-9075
    • Hanessian, S.1    Wagger, J.2    Merner, B.L.3    Giacometti, R.D.4    Østergaard, M.E.5    Swayze, E.E.6    Seth, P.P.7
  • 230
    • 84957812568 scopus 로고    scopus 로고
    • Design, Synthesis, and Duplex-Stabilizing Properties of Conformationally Constrained Tricyclic Analogues of LNA
    • Giacometti, R. D.; Salinas, J. C.; Østergaard, M. E.; Swayze, E. E.; Seth, P. P.; Hanessian, S. Design, Synthesis, and Duplex-Stabilizing Properties of Conformationally Constrained Tricyclic Analogues of LNA Org. Biomol. Chem. 2016, 14, 2034-2040 10.1039/C5OB02576A
    • (2016) Org. Biomol. Chem. , vol.14 , pp. 2034-2040
    • Giacometti, R.D.1    Salinas, J.C.2    Østergaard, M.E.3    Swayze, E.E.4    Seth, P.P.5    Hanessian, S.6
  • 231
    • 3242736704 scopus 로고    scopus 로고
    • Human Argonaute2Mediates RNA Cleavage Targeted by miRNAs and siRNAs
    • Meister, G.; Landthaler, M.; Patkaniowska, A.; Dorsett, Y.; Teng, G.; Tuschl, T. Human Argonaute2Mediates RNA Cleavage Targeted by miRNAs and siRNAs Mol. Cell 2004, 15, 185-197 10.1016/j.molcel.2004.07.007
    • (2004) Mol. Cell , vol.15 , pp. 185-197
    • Meister, G.1    Landthaler, M.2    Patkaniowska, A.3    Dorsett, Y.4    Teng, G.5    Tuschl, T.6
  • 232
    • 0034780950 scopus 로고    scopus 로고
    • Drug Properties of Second-Generation Antisense Oligonucleotides: How do they Measure Up to their Predecessors?
    • Henry, S. P.; Geary, R. S.; Yu, R.; Levin, A. A. Drug Properties of Second-Generation Antisense Oligonucleotides: How do they Measure Up to their Predecessors? Curr. Opin. Investig. Drugs 2001, 2, 1444-1449
    • (2001) Curr. Opin. Investig. Drugs , vol.2 , pp. 1444-1449
    • Henry, S.P.1    Geary, R.S.2    Yu, R.3    Levin, A.A.4
  • 234
    • 78649877710 scopus 로고    scopus 로고
    • Short Locked Nucleic Acid Antisense Oligonucleotides Potently Reduce Apolipoprotein B mRNA and Serum Cholesterol in Mice and Non-Human Primates
    • Straarup, E. M.; Fisker, N.; Hedtjarn, M.; Lindholm, M. W.; Rosenbohm, C.; Aarup, V.; Hansen, H. F.; Orum, H.; Hansen, J. B.; Koch, T. Short Locked Nucleic Acid Antisense Oligonucleotides Potently Reduce Apolipoprotein B mRNA and Serum Cholesterol in Mice and Non-Human Primates Nucleic Acids Res. 2010, 38, 7100-7111 10.1093/nar/gkq457
    • (2010) Nucleic Acids Res. , vol.38 , pp. 7100-7111
    • Straarup, E.M.1    Fisker, N.2    Hedtjarn, M.3    Lindholm, M.W.4    Rosenbohm, C.5    Aarup, V.6    Hansen, H.F.7    Orum, H.8    Hansen, J.B.9    Koch, T.10
  • 236
    • 84894522337 scopus 로고    scopus 로고
    • A Kinetic Model Explains Why Shorter and Less Affine Enzyme-recruiting Oligonucleotides Can be More Potent
    • Pedersen, L.; Hagedorn, P. H.; Lindholm, M. W.; Lindow, M. A Kinetic Model Explains Why Shorter and Less Affine Enzyme-recruiting Oligonucleotides Can be More Potent Mol. Ther. - Nucleic Acids 2014, 3, e149 10.1038/mtna.2013.72
    • (2014) Mol. Ther. - Nucleic Acids , vol.3 , pp. e149
    • Pedersen, L.1    Hagedorn, P.H.2    Lindholm, M.W.3    Lindow, M.4
  • 237
    • 84936790721 scopus 로고    scopus 로고
    • Identification and Characterization of Intracellular Proteins that Bind Oligonucleotides with Phosphorothioate Linkages
    • Liang, X.-H.; Sun, H.; Shen, W.; Crooke, S. T. Identification and Characterization of Intracellular Proteins that Bind Oligonucleotides with Phosphorothioate Linkages Nucleic Acids Res. 2015, 43, 2927-2945 10.1093/nar/gkv143
    • (2015) Nucleic Acids Res. , vol.43 , pp. 2927-2945
    • Liang, X.-H.1    Sun, H.2    Shen, W.3    Crooke, S.T.4
  • 238
    • 36849094017 scopus 로고    scopus 로고
    • Chemical Modification: The Key to Clinical Application of RNA Interference?
    • Corey, D. R. Chemical Modification: The Key to Clinical Application of RNA Interference? J. Clin. Invest. 2007, 117, 3615-22 10.1172/JCI33483
    • (2007) J. Clin. Invest. , vol.117 , pp. 3615-3622
    • Corey, D.R.1
  • 244
    • 84907273648 scopus 로고    scopus 로고
    • Engineered MicroRNA Therapeutics
    • Gibson, N. W. Engineered MicroRNA Therapeutics J.R. Coll. Physicians Edinb. 2014, 44, 196-200 10.4997/JRCPE.2014.302
    • (2014) J.R. Coll. Physicians Edinb. , vol.44 , pp. 196-200
    • Gibson, N.W.1
  • 246
    • 33748054317 scopus 로고    scopus 로고
    • Efficient and Persistent Splice Switching by Systemically Delivered LNA Oligonucleotides in Mice
    • Roberts, J.; Palma, E.; Sazani, P.; Orum, H.; Cho, M.; Kole, R. Efficient and Persistent Splice Switching by Systemically Delivered LNA Oligonucleotides in Mice Mol. Ther. 2006, 14, 471-475 10.1016/j.ymthe.2006.05.017
    • (2006) Mol. Ther. , vol.14 , pp. 471-475
    • Roberts, J.1    Palma, E.2    Sazani, P.3    Orum, H.4    Cho, M.5    Kole, R.6
  • 249
    • 34447539875 scopus 로고    scopus 로고
    • The Impact of Alternative Splicing in Vivo: Mouse Models Show the Way
    • Moroy, T.; Heyd, F. The Impact of Alternative Splicing In Vivo: Mouse Models Show the Way RNA 2007, 13, 1155-1171 10.1261/rna.554607
    • (2007) RNA , vol.13 , pp. 1155-1171
    • Moroy, T.1    Heyd, F.2
  • 253
    • 84981316315 scopus 로고    scopus 로고
    • Effects of Repeated Complement Activation Associated with Chronic Treatment of Cynomolgus Monkeys with 2′-O-Methoxyethyl Modified Antisense Oligonucleotide
    • Shen, L.; Engelhardt, J. A.; Hung, G.; Yee, J.; Kikkawa, R.; Matson, J.; Tayefeh, B.; Machemer, T.; Giclas, P. C.; Henry, S. P. Effects of Repeated Complement Activation Associated with Chronic Treatment of Cynomolgus Monkeys with 2′-O-Methoxyethyl Modified Antisense Oligonucleotide Nucleic Acid Ther. 2016, 10.1089/nat.2015.0584
    • (2016) Nucleic Acid Ther.
    • Shen, L.1    Engelhardt, J.A.2    Hung, G.3    Yee, J.4    Kikkawa, R.5    Matson, J.6    Tayefeh, B.7    MacHemer, T.8    Giclas, P.C.9    Henry, S.P.10
  • 254
    • 84862503612 scopus 로고    scopus 로고
    • Unique O-Methoxyethyl Ribose-DNA Chimeric Oligonucleotide Induces an Atypical Melanoma Differentiation-Associated Gene 5-Dependent Induction of Type i Interferon Response
    • Burel, S. A.; Machemer, T.; Ragone, F. L.; Kato, H.; Cauntay, P.; Greenlee, S.; Salim, A.; Gaarde, W. A.; Hung, G.; Peralta, R.; Freier, S. M.; Henry, S. P. Unique O-Methoxyethyl Ribose-DNA Chimeric Oligonucleotide Induces an Atypical Melanoma Differentiation-Associated Gene 5-Dependent Induction of Type I Interferon Response J. Pharmacol. Exp. Ther. 2012, 342, 150-162 10.1124/jpet.112.193789
    • (2012) J. Pharmacol. Exp. Ther. , vol.342 , pp. 150-162
    • Burel, S.A.1    MacHemer, T.2    Ragone, F.L.3    Kato, H.4    Cauntay, P.5    Greenlee, S.6    Salim, A.7    Gaarde, W.A.8    Hung, G.9    Peralta, R.10    Freier, S.M.11    Henry, S.P.12
  • 255
    • 84981311948 scopus 로고    scopus 로고
    • Considerations for the Characterization and Interpretation of Results Related to Alternative Complement Activation in Monkeys Associated with Oligonucleotide-Based Therapeutics
    • Henry, S. P.; Seguin, R.; Cavagnaro, J.; Berman, C.; Tepper, J.; Kornbrust, D. Considerations for the Characterization and Interpretation of Results Related to Alternative Complement Activation in Monkeys Associated with Oligonucleotide-Based Therapeutics Nucleic Acid Ther. 2016, 10.1089/nat.2015.0593
    • (2016) Nucleic Acid Ther.
    • Henry, S.P.1    Seguin, R.2    Cavagnaro, J.3    Berman, C.4    Tepper, J.5    Kornbrust, D.6
  • 260
    • 84964470498 scopus 로고    scopus 로고
    • Development of a Method for Profiling Protein Interactions with LNA-Modified Antisense Oligonucleotides Using Protein Microarrays
    • Kakiuchi-Kiyota, S.; Whiteley, L. O.; Ryan, A. M.; Mathialagan, N. Development of a Method for Profiling Protein Interactions with LNA-Modified Antisense Oligonucleotides Using Protein Microarrays Nucleic Acid Ther. 2016, 26, 93-101 10.1089/nat.2015.0576
    • (2016) Nucleic Acid Ther. , vol.26 , pp. 93-101
    • Kakiuchi-Kiyota, S.1    Whiteley, L.O.2    Ryan, A.M.3    Mathialagan, N.4
  • 261
    • 57449107290 scopus 로고    scopus 로고
    • Asymmetric RNA Duplexes Mediate RNA Interference in Mammalian Cells
    • Sun, X.; Rogoff, H. A.; Li, C. J. Asymmetric RNA Duplexes Mediate RNA Interference in Mammalian Cells Nat. Biotechnol. 2008, 26, 1379-1382 10.1038/nbt.1512
    • (2008) Nat. Biotechnol. , vol.26 , pp. 1379-1382
    • Sun, X.1    Rogoff, H.A.2    Li, C.J.3
  • 262
    • 38649099969 scopus 로고    scopus 로고
    • Strand-Specific 5′-O-Methylation of siRNA Duplexes Controls Guide Strand Selection and Targeting Specificity
    • Chen, P. Y.; Weinmann, L.; Gaidatzis, D.; Pei, Y.; Zavolan, M.; Tuschl, T.; Meister, G. Strand-Specific 5′-O-Methylation of siRNA Duplexes Controls Guide Strand Selection and Targeting Specificity RNA 2008, 14, 263-274 10.1261/rna.789808
    • (2008) RNA , vol.14 , pp. 263-274
    • Chen, P.Y.1    Weinmann, L.2    Gaidatzis, D.3    Pei, Y.4    Zavolan, M.5    Tuschl, T.6    Meister, G.7
  • 266
    • 0035043324 scopus 로고    scopus 로고
    • Pharmacokinetics of Phosphorothioate Antisense Oligodeoxynucleotides
    • Geary, R. S.; Yu, R. Z.; Levin, A. A. Pharmacokinetics of Phosphorothioate Antisense Oligodeoxynucleotides Curr. Opin. Investig. Drugs 2001, 2, 562-573
    • (2001) Curr. Opin. Investig. Drugs , vol.2 , pp. 562-573
    • Geary, R.S.1    Yu, R.Z.2    Levin, A.A.3
  • 268
    • 0028815149 scopus 로고
    • Phosphorothioate Oligodeoxynucleotides Bind to Basic Fibroblast Growth Factor, Inhibit its Binding to Cell Surface Receptors, and Remove it from Low Affinity Binding Sites on Extracellular Matrix
    • Guvakova, M. A.; Yakubov, L. A.; Vlodavsky, I.; Tonkinson, J. L.; Stein, C. A. Phosphorothioate Oligodeoxynucleotides Bind to Basic Fibroblast Growth Factor, Inhibit its Binding to Cell Surface Receptors, and Remove it from Low Affinity Binding Sites on Extracellular Matrix J. Biol. Chem. 1995, 270, 2620-2627 10.1074/jbc.270.6.2620
    • (1995) J. Biol. Chem. , vol.270 , pp. 2620-2627
    • Guvakova, M.A.1    Yakubov, L.A.2    Vlodavsky, I.3    Tonkinson, J.L.4    Stein, C.A.5
  • 270
    • 79959479529 scopus 로고    scopus 로고
    • Mechanisms of Single-Stranded Phosphorothioate Modified Antisense Oligonucleotide Accumulation in Hepatocytes
    • Koller, E.; Vincent, T. M.; Chappell, A.; De, S.; Manoharan, M.; Bennett, C. F. Mechanisms of Single-Stranded Phosphorothioate Modified Antisense Oligonucleotide Accumulation in Hepatocytes Nucleic Acids Res. 2011, 39, 4795-807 10.1093/nar/gkr089
    • (2011) Nucleic Acids Res. , vol.39 , pp. 4795-4807
    • Koller, E.1    Vincent, T.M.2    Chappell, A.3    De, S.4    Manoharan, M.5    Bennett, C.F.6
  • 271
    • 84896911109 scopus 로고    scopus 로고
    • Cellular Uptake and Intracellular Trafficking of Oligonucleotides: Implications for Oligonucleotide Pharmacology
    • Juliano, R. L.; Ming, X.; Carver, K.; Laing, B. Cellular Uptake and Intracellular Trafficking of Oligonucleotides: Implications for Oligonucleotide Pharmacology Nucleic Acid Ther. 2014, 24, 101-113 10.1089/nat.2013.0463
    • (2014) Nucleic Acid Ther. , vol.24 , pp. 101-113
    • Juliano, R.L.1    Ming, X.2    Carver, K.3    Laing, B.4
  • 274
    • 67049144044 scopus 로고    scopus 로고
    • Rat and Human HARE/Stabilin-2 are Clearance Receptors for High- and Low-Molecular-Weight Heparins
    • Harris, E. N.; Baggenstoss, B. A.; Weigel, P. H. Rat and Human HARE/Stabilin-2 are Clearance Receptors for High- and Low-Molecular-Weight Heparins Am. J. Physiol.Gastrointest. Liver Physiol. 2009, 296, G1191-G1199 10.1152/ajpgi.90717.2008
    • (2009) Am. J. Physiol.Gastrointest. Liver Physiol. , vol.296 , pp. G1191-G1199
    • Harris, E.N.1    Baggenstoss, B.A.2    Weigel, P.H.3
  • 277
    • 77958152873 scopus 로고    scopus 로고
    • Morpholinos and their Peptide Conjugates: Therapeutic Promise and Challenge for Duchenne Muscular Dystrophy
    • Moulton, H. M.; Moulton, J. D. Morpholinos and their Peptide Conjugates: Therapeutic Promise and Challenge for Duchenne Muscular Dystrophy Biochim. Biophys. Acta, Biomembr. 2010, 1798, 2296-2303 10.1016/j.bbamem.2010.02.012
    • (2010) Biochim. Biophys. Acta, Biomembr. , vol.1798 , pp. 2296-2303
    • Moulton, H.M.1    Moulton, J.D.2
  • 284
    • 0028998769 scopus 로고
    • The Asialoglycoprotein Receptor: Relationships between Structure, Function, and Expression
    • Stockert, R. J. The Asialoglycoprotein Receptor: Relationships Between Structure, Function, and Expression Physiol. Rev. 1995, 75, 591-609
    • (1995) Physiol. Rev. , vol.75 , pp. 591-609
    • Stockert, R.J.1
  • 285
    • 63649163810 scopus 로고    scopus 로고
    • The Asialoglycoprotein Receptor Regulates Levels of Plasma Glycoproteins Terminating with Sialic Acid α2,6-Galactose
    • Steirer, L. M.; Park, E. I.; Townsend, R. R.; Baenziger, J. U. The Asialoglycoprotein Receptor Regulates Levels of Plasma Glycoproteins Terminating with Sialic Acid α2,6-Galactose J. Biol. Chem. 2009, 284, 3777-3783 10.1074/jbc.M808689200
    • (2009) J. Biol. Chem. , vol.284 , pp. 3777-3783
    • Steirer, L.M.1    Park, E.I.2    Townsend, R.R.3    Baenziger, J.U.4
  • 286
    • 28044469503 scopus 로고    scopus 로고
    • The Asialoglycoprotein Receptor Clears Glycoconjugates Terminating with Sialic Acidα2,6GalNAc
    • Park, E. I.; Mi, Y.; Unverzagt, C.; Gabius, H.-J.; Baenziger, J. U. The Asialoglycoprotein Receptor Clears Glycoconjugates Terminating with Sialic Acidα2,6GalNAc Proc. Natl. Acad. Sci. U. S. A. 2005, 102, 17125-17129 10.1073/pnas.0508537102
    • (2005) Proc. Natl. Acad. Sci. U. S. A. , vol.102 , pp. 17125-17129
    • Park, E.I.1    Mi, Y.2    Unverzagt, C.3    Gabius, H.-J.4    Baenziger, J.U.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.