LNA: A versatile tool for therapeutics and genomics

Trends in Biotechnology

Volumn 21, Issue 2, 2003, Pages 74-81

  Petersen, Michael ^a   Wengel, Jesper ^a  

^a UNIVERSITY OF SOUTHERN DENMARK   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

DNA; MOLECULES; OLIGOMERS; RNA;

THERAPEUTICS;

GENES;

ANTISENSE OLIGONUCLEOTIDE; APOLIPOPROTEIN B; APOLIPOPROTEIN E; APTAMER; BLOOD CLOTTING FACTOR 5 LEIDEN; COMPLEMENTARY DNA; COMPLEMENTARY RNA; DEOXYRIBOZYME; INTERCELLULAR ADHESION MOLECULE 1; LOCKED NUCLEIC ACID; NUCLEIC ACID; OLIGOMER; RIBONUCLEASE H; RNA; SINGLE STRANDED DNA; TELOMERASE; TRANSACTIVATOR PROTEIN; UNCLASSIFIED DRUG; VIRUS PROTEIN;

GENOME;

CANDIDA ALBICANS; DIAGNOSTIC VALUE; DRUG POTENCY; ENZYME ACTIVITY; ENZYME REPRESSION; GENE CONTROL; GENETIC TRANSCRIPTION; GENOMICS; GENOTYPE; GEOMETRY; HUMAN; HUMAN IMMUNODEFICIENCY VIRUS; HYBRID; HYBRIDIZATION; MOLECULAR RECOGNITION; MOLECULE; NONHUMAN; PRIORITY JOURNAL; PROTEIN FAMILY; PROTEIN TARGETING; REVIEW; RNA STRUCTURE; SINGLE NUCLEOTIDE POLYMORPHISM; STRUCTURE ANALYSIS;

CANDIDA; CANDIDA ALBICANS; HUMAN IMMUNODEFICIENCY VIRUS;

EID: 0037310844     PISSN: 01677799     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0167-7799(02)00038-0     Document Type: Review

References (56)

1. Uhlmann E., Peyman A. Antisense oligonucleotides: a new therapeutic principle. Chem. Rev. 90:1990;543-584.
2. 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. 25:1997;4429-4443.
3. Herdewijn P. Conformationally restricted carbohydrate-modified nucleic acids and antisense technology. Biochim. Biophys. Acta. 1489:1999;167-179.
4. Singh S.K., et al. LNA (locked nucleic acids): synthesis and high-affinity nucleic acid recognition. Chem. Commun. 1998;455-456.
5. Koshkin A.A., et al. LNA (locked nucleic acids): synthesis of the adenine, cytosine, guanine, 5-methylcytosine, thymine and uracil bicyclonucleoside monomers, oligomerization, and unprecedented nucleic acid recognition. Tetrahedron. 54:1998;3607-3630.
6. Obika S., et al. Stability and structural features of the duplexes containing nucleoside analogues with a fixed N-type conformation, 2′-O,4′-C-methyleneribonucleosides. Tetrahedron Lett. 39:1998;5401-5404.
7. Koshkin A.A., et al. LNA (locked nucleic acid): an RNA mimic forming exceedingly stable LNA-LNA duplexes. J. Am. Chem. Soc. 120:1998;13252-13253.
8. Singh S.K., Wengel J. Universality of LNA-mediated high-affinity nucleic acid recognition. Chem. Commun. 1998;1247-1248.
9. Wengel J. Synthesis of 3′-C- and 4′-C-branched oligonucleotides and the development of locked nucleic acid (LNA). Acc. Chem. Res. 32:1998;301-310.
10. Wengel J., et al. LNA (locked nucleic acid) and the diastereoisomeric α-L-LNA: conformational tuning and high-affinity recognition of DNA/RNA targets. Nucleosides Nucleotides Nucleic Acids. 20:2001;389-396.
11. Obika S., et al. Synthesis of 2′-O,4′-C-methyleneuridine and -cytidine. novel bicyclic nucleosides having a fixed C3′-endo sugar puckering. Tetrahedron Lett. 38:1997;8735-8739.
12. Wahlestedt C., et al. Locked nucleic acids (LNA): a novel, efficacious and non-toxic oligonucleotide component for antisense studies. Proc. Natl. Acad. Sci. U. S. A. 97:2000;5633-5638.
13. Arzumanov A., et al. Inhibition of HIV-1 Tat-dependent trans activation by steric block chimeric 2′-O-methyl-LNA oligoribonucleotides. Biochemistry. 40:2001;14645-14654.
14. Braasch D.A., Corey D.R. Locked nucleic acid (LNA): fine-tuning the recognition of DNA and RNA. Chem. Biol. 8:2001;1-7.
15. Kurreck J., et al. Design of antisense oligonucleotides stabilized by locked nucleic acids. Nucleic Acids Res. 30:2002;1911-1918.
16. Kværnø L., et al. Synthesis of abasic locked nucleic acid and two seco-LNA derivatives and evaluation of their hybridization properties compared with their more flexible DNA counterparts. J. Org. Chem. 65:2000;5167-5176.
17. Bondensgaard K., et al. Structural studies of LNA-RNA duplexes by NMR: conformations and implications for RNase H activity. Chem. 6:2000;2687-2695.
18. Elayadi A.N., et al. Implications of high-affinity hybridization by locked nucleic acid oligomers for inhibition of human telomerase. Biochemistry. 41:2002;9973-9981.
19. Kumar R., et al. The first analogues of LNA (locked nucleic acids): phosphorothioate-LNA and 2′-thio-LNA. Bioorg. Med. Chem. Lett. 8:1998;2219-2222.
20. Obika S., et al. Inhibition of ICAM-I gene expression by antisense 2′,4′-BNA oligonucleotides. Nucleic Acids Res. Suppl 1:2001;145-146.
21. Christensen U., et al. Stopped-flow kinetics of locked nucleic acid (LNA)-oligonucleotide duplex formation: studies of LNA-DNA and DNA-DNA interactions. Biochem. J. 354:2001;481-484.
22. Frank-Kamenetskii M.D. Protonated DNA structures. Methods Enzymol. 211:1992;180-191.
23. Sørensen M.D., et al. Branched oligonucleotides containing bicyclic nucleotides as branching points and DNA or LNA as triplex-forming branch. Bioorg. Med. Chem. Lett. 10:2000;1853-1856.
24. Obika S., et al. Triplex-forming enhancement with high sequence selectivity by single 2′-O,4′-C-methylene bridged nucleic acid (2′,4′-BNA) modification. Tetrahedron Lett. 41:2000;8923-8927.
25. Obika S., et al. 2′-O,4′-C-Methylene bridged nucleic acid (2′,4′-BNA): synthesis and triplex-forming properties. Bioorg. Med. Chem. Lett. 9:2001;1001-1011.
26. Torigoe H., et al. 2′-O,4′-C-Methylene bridged nucleic acid modification promotes pyrimidine motif triplex DNA formation at physiological pH. J. Biol. Chem. 276:2001;2354-2360.
27. Obika S., et al. A 2′,4′-bridged nucleic acid containing 2-pyridone as a nucleobase: efficient recognition of a C·G interruption by triplex formation with a pyrimidine motif. Angew. Chem. Int. Ed. 40:2001;2079-2081.
28. Gotfredsen C.H., et al. Solution structure of an intramolecular pyrimidine-purine-pyrimidine triplex containing an RNA third strand. J. Am. Chem. Soc. 120:1998;4281-4289.
29. Petersen M., et al. Locked nucleic acid (LNA) recognition of RNA: NMR solution structures of LNA:RNA hybrids. J. Am. Chem. Soc. 124:2002;5974-5982.
30. Egli M., et al. X-ray crystal structure of a locked nucleic acid (LNA) duplex composed of a palindromic 10mer DNA strand containing one LNA thymine monomer. Chem. Commun. 2001;651-652.
31. LGC):d(GCAGAAGCAG) duplex containing four locked nucleotides. Bioconjug. Chem. 11:2000;228-238.
32. Petersen M., et al. The conformations of locked nucleic acids (LNA). J. Mol. Recognit. 13:2000;44-53.
33. Jensen G.A., et al. A comparison of the solution structures of an LNA:DNA duplex and the unmodified DNA-DNA duplex. J. Chem. Soc. Perkin Trans. 2:2001;1224-1232.
34. Uhlmann E. Recent advances in the medicinal chemistry of antisense oligonucleotides. Curr. Opin. Drug Discov. Dev. 3:2000;203-213.
35. Toulmé J.-J. New candidates for true antisense. Nat. Biotechnol. 19:2001;17-18.
36. Crooke S.T. Molecular mechanisms of action of antisense drugs. Biochim. Biophys. Acta. 1489:1999;31-44.
37. Braasch D.A., Corey D.R. Novel antisense and peptide nucleic acid strategies for controlling gene expression. Biochemistry. 41:2002;4503-4510.
38. Sohail M., Southern E.M. Selecting optimal antisense reagents. Adv. Drug Deliv. Rev. 44:2000;23-34.
39. Stein C.A. Two problems in antisense biotechnology: in vitro delivery and the design of antisense experiments. Biochim. Biophys. Acta. 1489:1999;45-52.
40. Fedoroff O.Y., et al. Structure of a DNA-RNA hybrid duplex. Why RNase H does not cleave pure DNA. J. Mol. Biol. 233:1993;509-523.
41. Toulmé J.-J., Tidd D. Role of Ribonuclease H in antisense oligonucleotide-mediated effects. Crouch R.J., et al. Ribonucleases H. 1998;225-250 INSERM, Paris.
42. Inoue H., et al. Sequence-dependent hydrolysis of RNA using modified oligonucleotide splints and RNase H. FEBS Lett. 215:1987;327-330.
43. Sørensen M.D., et al. α-L-ribo-Configured locked nucleic acid (α-L-LNA): synthesis and properties. J. Am. Chem. Soc. 124:2002;2164-2176.
44. Karn J. Tackling tat. J. Mol. Biol. 293:1999;235-254.
45. Ecker D.J., et al. Pseudo-half-knot formation with RNA. Science. 257:1992;958-961.
46. Feng J., et al. The RNA component of human telomerase. Science. 269:1995;1236-1241.
47. Childs J.L., et al. Oligonucleotide directed misfolding of RNA inhibits Candida albicans group I intron splicing. Proc. Natl. Acad. Sci. U. S. A. 99:2002;11091-11096.
48. Ørum H., et al. Detection of the factor V Leiden mutation by direct allele-specific hybridization of PCR amplicons to photo-immobilized locked nucleic acids. Clin. Chem. 45:1999;1898-1905.
49. Jacobsen N., et al. Genotyping of the Apolipoprotein B R3500Q mutation using immobilized locked nucleic acid capture probes. Clin. Chem. 48:2002;657-660.
50. Jacobsen N., et al. LNA-enhanced detection of single nucleotide polymorphisms in the apolipoprotein E. Nucleic Acids Res. 30:2002;e100.
51. Simeonov A., Nikiforov T.T. Single nucleotide polymorphism genotyping using short, fluorescently labeled locked nucleic acid (LNA) probes and fluorescence polarization detection. Nucleic Acids Res. 30:2002;e91.
52. Choleva Y., et al. Multiplex SNP genotyping using locked nucleic acid and microfluidics. J. Assoc. Lab. Auton. 6:2001;92-97.
53. Bielinska A., et al. Regulation of gene expression with double-stranded phosphorothioate oligonucleotides. Science. 250:1990;997-1000.
54. Crinelli R., et al. Design and characterization of decoy oligonucleotides containing locked nucleic acids. Nucleic Acids Res. 30:2002;2435-2443.
55. Joyce G.F. RNA cleavage by the 10-23 DNA enzyme. Methods Enzymol. 341:2001;503-517.
56. Vester B., et al. LNAzymes: incorporation of LNA-type monomers into DNAzymes markedly increases RNA cleavage. J. Am. Chem. Soc. 124:2002;13682-13683.