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Volumn 9, Issue 2, 1998, Pages 283-291

A mild and efficient solid-support synthesis of novel oligonucleotide conjugates

Author keywords

[No Author keywords available]

Indexed keywords

HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; OLIGONUCLEOTIDE; POLYACRYLAMIDE GEL ELECTROPHORESIS; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

EID: 0032031089     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc970132q     Document Type: Article
Times cited : (15)

References (35)
  • 1
    • 0031027349 scopus 로고    scopus 로고
    • In Vivo Studies with Antisense Oligonucleotides
    • Akhtar, S., and Agrawal, S. (1997) In Vivo Studies with Antisense Oligonucleotides. Trends Pharmacol. Sci. 18, 12-18.
    • (1997) Trends Pharmacol. Sci. , vol.18 , pp. 12-18
    • Akhtar, S.1    Agrawal, S.2
  • 2
    • 0028921636 scopus 로고
    • Modified Oligonucleotides as Therapeutic and Diagnostic Agents
    • Agrawal, S., and Iyer, R. P. ( 1995) Modified Oligonucleotides as Therapeutic and Diagnostic Agents. Curr. Opin. Biotechnol. 6, 12-19.
    • (1995) Curr. Opin. Biotechnol. , vol.6 , pp. 12-19
    • Agrawal, S.1    Iyer, R.P.2
  • 3
    • 0004161522 scopus 로고    scopus 로고
    • Humana Press, Totowa, NJ, and references cited therein
    • Agrawal, S., Ed. (1996) Antisense Therapeutics, Humana Press, Totowa, NJ, and references cited therein.
    • (1996) Antisense Therapeutics
    • Agrawal, S.1
  • 5
    • 0002037211 scopus 로고
    • Carbohydrate Modifications in Antisense Research
    • American Chemical Society, Washington, DC, and references cited therein
    • Sanghvi, Y. S., and Cook, P. D., Eds. (1994) Carbohydrate Modifications in Antisense Research, ACS Symposium Series 580, American Chemical Society, Washington, DC, and references cited therein.
    • (1994) ACS Symposium Series 580
    • Sanghvi, Y.S.1    Cook, P.D.2
  • 7
    • 11944267365 scopus 로고
    • Antisense Oligonucleotides: A New Therapeutic Principle
    • Uhlman, E., and Peyman, A. (1990) Antisense Oligonucleotides: A New Therapeutic Principle. Chem. Rev. 90, 543-584.
    • (1990) Chem. Rev. , vol.90 , pp. 543-584
    • Uhlman, E.1    Peyman, A.2
  • 8
    • 0028885569 scopus 로고
    • Use of Cyclodextrin and its Derivatives as Carriers for Oligonucleotide Delivery
    • Zhao, Q., Temsamani, J., and Agrawal, S. (1995) Use of Cyclodextrin and its Derivatives as Carriers for Oligonucleotide Delivery. Antisense Res. Dev. 5, 185-192.
    • (1995) Antisense Res. Dev. , vol.5 , pp. 185-192
    • Zhao, Q.1    Temsamani, J.2    Agrawal, S.3
  • 9
    • 0344072759 scopus 로고    scopus 로고
    • Cyclodextrin Cellular Delivery System for Oligonucleotides. U.S. Pat. 5,-605,890 and 5,615,565
    • Agrawal, S., Zhao, Q., and Habus, I. (1997) Cyclodextrin Cellular Delivery System for Oligonucleotides. U.S. Pat. 5,-605,890 and 5,615,565.
    • (1997)
    • Agrawal, S.1    Zhao, Q.2    Habus, I.3
  • 10
    • 0029335250 scopus 로고
    • Synthesis, Hybridization Properties, Nuclease Stability, and Cellular Uptake of the Oligonucleotide-Amino-β-cyclodextrins and Adamantane Conjugates
    • Habus, I., Zhao, Q., and Agrawal, S. (1995) Synthesis, Hybridization Properties, Nuclease Stability, and Cellular Uptake of the Oligonucleotide-Amino-β-cyclodextrins and Adamantane Conjugates. Bioconjugate Chem. 6, 327-331.
    • (1995) Bioconjugate Chem. , vol.6 , pp. 327-331
    • Habus, I.1    Zhao, Q.2    Agrawal, S.3
  • 11
    • 0027280460 scopus 로고
    • Membrane Folate-binding Proteins are Responsible for Folate-protein Conjugate Endocytosis into Cultured Cells
    • Leamon, C. P., and Low, P. S. (1993) Membrane Folate-binding Proteins are Responsible for Folate-protein Conjugate Endocytosis into Cultured Cells. Biochem. J. 291, 855-860.
    • (1993) Biochem. J. , vol.291 , pp. 855-860
    • Leamon, C.P.1    Low, P.S.2
  • 12
    • 0025951931 scopus 로고
    • Delivery of Macro-molecules into Living Cells: A Method that Exploits Folate Receptor Endocytosis
    • Leamon, C. P., and Low, P. S. (1991) Delivery of Macro-molecules into Living Cells: A Method that Exploits Folate Receptor Endocytosis. Proc. Natl. Acad. Sci. U.S.A. 88, 5572-5576.
    • (1991) Proc. Natl. Acad. Sci. U.S.A. , vol.88 , pp. 5572-5576
    • Leamon, C.P.1    Low, P.S.2
  • 13
    • 0028001056 scopus 로고
    • Delivery of Liposomes into Cultured KB Cells via Folate Receptor-mediated Endocytosis
    • Lee, R. J., and Low, P. S. (1994) Delivery of Liposomes into Cultured KB Cells via Folate Receptor-mediated Endocytosis. J. Biol. Chem. 269, 3198-3204.
    • (1994) J. Biol. Chem. , vol.269 , pp. 3198-3204
    • Lee, R.J.1    Low, P.S.2
  • 14
    • 0028220371 scopus 로고
    • Inhibition of Leukemia Cell Proliferation by Folic Acid - Polylysine-Mediated Introduction of c-myb Antisense Oligodeoxynucleotides into HL-60 Cells
    • Citro, G., Szczylik, C., Ginobbi, P., Zupi, G., and Calabretta, B. (1994) Inhibition of Leukemia Cell Proliferation by Folic Acid - Polylysine-Mediated Introduction of c-myb Antisense Oligodeoxynucleotides into HL-60 Cells. Br. J. Cancer 69, 463-467.
    • (1994) Br. J. Cancer , vol.69 , pp. 463-467
    • Citro, G.1    Szczylik, C.2    Ginobbi, P.3    Zupi, G.4    Calabretta, B.5
  • 15
    • 0026651984 scopus 로고
    • Inhibition of Leukemia Cell Proliferation by Receptor-mediated Uptake of c-myb Antisense Oligodeoxynucleotides
    • Citro, G., Perrotti, D., Cucco, C., D'Agnano, I., Sacchi, A., Zupi, G., and Calabretta, B. (1992) Inhibition of Leukemia Cell Proliferation by Receptor-mediated Uptake of c-myb Antisense Oligodeoxynucleotides. Proc. Natl. Acad. Sci. U.S.A. 89, 7031-7035.
    • (1992) Proc. Natl. Acad. Sci. U.S.A. , vol.89 , pp. 7031-7035
    • Citro, G.1    Perrotti, D.2    Cucco, C.3    D'Agnano, I.4    Sacchi, A.5    Zupi, G.6    Calabretta, B.7
  • 16
    • 0029890271 scopus 로고    scopus 로고
    • Transfection with a Cripto Antisense Plasmid Suppresses Endogenous Cripto Expression and Inhibits Transformation in a Human Embryonal Carcinoma Cell Line
    • Baldassarre, G., Bianco, C., Tortora, G., Ruggiero, A., Moasser, M., Dmitrovsky, E., Bianco, A. R., and Ciardiello, F. (1996) Transfection with a Cripto Antisense Plasmid Suppresses Endogenous Cripto Expression and Inhibits Transformation in a Human Embryonal Carcinoma Cell Line. Int. J. Cancer 66, 538-543.
    • (1996) Int. J. Cancer , vol.66 , pp. 538-543
    • Baldassarre, G.1    Bianco, C.2    Tortora, G.3    Ruggiero, A.4    Moasser, M.5    Dmitrovsky, E.6    Bianco, A.R.7    Ciardiello, F.8
  • 17
    • 0029124051 scopus 로고
    • Retinoic Acid-Regulated Cellular Differentiation and Mucin Gene Expression in Isolated Rabbit Tracheal Epithelial Cells in Culture
    • Manna, B., Ashbaugh, P., and Bhattacharyya, S. N. (1995) Retinoic Acid-Regulated Cellular Differentiation and Mucin Gene Expression in Isolated Rabbit Tracheal Epithelial Cells in Culture. Inflammation 19, 489-502.
    • (1995) Inflammation , vol.19 , pp. 489-502
    • Manna, B.1    Ashbaugh, P.2    Bhattacharyya, S.N.3
  • 18
    • 0029838672 scopus 로고    scopus 로고
    • In Vitro Transcription and Translation Inhibition by Anti-Promyelocytic Leukemia (PML)/Retinoic Acid Receptor α and Anti-PML Peptide Nucleic Acid
    • Gambacorti-Passerini, C., Mologni, L., Bertazzoli, C., le Coutre, P., Marchesi, E., Grignani, F., and Nielsen, P. E. (1996) In Vitro Transcription and Translation Inhibition by Anti-Promyelocytic Leukemia (PML)/Retinoic Acid Receptor α and Anti-PML Peptide Nucleic Acid. Blood 88, 1411-1417.
    • (1996) Blood , vol.88 , pp. 1411-1417
    • Gambacorti-Passerini, C.1    Mologni, L.2    Bertazzoli, C.3    Le Coutre, P.4    Marchesi, E.5    Grignani, F.6    Nielsen, P.E.7
  • 19
    • 0030067904 scopus 로고    scopus 로고
    • Preferential Differentiation of P19 Mouse Embryonal Carcinoma Cells into Smooth Muscle Cells. Use of Retinoic Acid and Antisense Against the Central Nervous System-Specific POU Transcription Factor Brn-2
    • Suzuki, T., Kim, H.-S., Kurabayashi, M., Hamada, H., Fujii, H., Aikawa, M., Watanabe, M., Watanabe, N., Sakomura, Y., Yazaki, Y., and Nagai, R. (1996) Preferential Differentiation of P19 Mouse Embryonal Carcinoma Cells Into Smooth Muscle Cells. Use of Retinoic Acid and Antisense Against the Central Nervous System-Specific POU Transcription Factor Brn-2. Circ. Res. 78, 395-404.
    • (1996) Circ. Res. , vol.78 , pp. 395-404
    • Suzuki, T.1    Kim, H.-S.2    Kurabayashi, M.3    Hamada, H.4    Fujii, H.5    Aikawa, M.6    Watanabe, M.7    Watanabe, N.8    Sakomura, Y.9    Yazaki, Y.10    Nagai, R.11
  • 20
    • 0029929126 scopus 로고    scopus 로고
    • Implication of Retinoic Acid Receptor γ in Squamous Differentiation and Response to Retinoic Acid in Head and Neck SqCC/Y1 Squamous Carcinoma Cells
    • Oridate, N., Esumi, N., Lotan, D., Hong, W. K., Rochette-Egly, C., Chambon, P., and Lotan, R. (1996) Implication of Retinoic Acid Receptor γ in Squamous Differentiation and Response to Retinoic Acid in Head and Neck SqCC/Y1 Squamous Carcinoma Cells. Oncogene 12, 2019-2028.
    • (1996) Oncogene , vol.12 , pp. 2019-2028
    • Oridate, N.1    Esumi, N.2    Lotan, D.3    Hong, W.K.4    Rochette-Egly, C.5    Chambon, P.6    Lotan, R.7
  • 23
    • 0024336971 scopus 로고
    • Complementary DNA for the Folate Binding Protein Correctly Predicts Anchoring to the Membrane by Glycosyl-phosphatidylinositol
    • Lacey, S. W., Sanders, J. M., Rothberg, K. G., Anderson, R. G. W., and Kamen, B. A. (1989) Complementary DNA for the Folate Binding Protein Correctly Predicts Anchoring to the Membrane by Glycosyl-phosphatidylinositol. J. Clin. Invest. 84, 715-720.
    • (1989) J. Clin. Invest. , vol.84 , pp. 715-720
    • Lacey, S.W.1    Sanders, J.M.2    Rothberg, K.G.3    Anderson, R.G.W.4    Kamen, B.A.5
  • 24
    • 0021142441 scopus 로고
    • The Folate-binding Protein of Rat Kidney. Purification Properties and Cellular Distribution
    • Selhub, J., and Franklin, W. A. (1984) The Folate-binding Protein of Rat Kidney. Purification Properties and Cellular Distribution. J. Biol. Chem. 259, 6601-6606.
    • (1984) J. Biol. Chem. , vol.259 , pp. 6601-6606
    • Selhub, J.1    Franklin, W.A.2
  • 25
    • 0019817710 scopus 로고
    • Isolation and Characterization of a Folate Receptor from Human Placenta
    • Asok, A. C., Utley, C., Van Home, K. C., and Kolhouse, J. F. (1981) Isolation and Characterization of a Folate Receptor from Human Placenta. J. Biol. Chem. 256, 9684-9692.
    • (1981) J. Biol. Chem. , vol.256 , pp. 9684-9692
    • Asok, A.C.1    Utley, C.2    Van Home, K.C.3    Kolhouse, J.F.4
  • 26
    • 0015023980 scopus 로고
    • Further Observations on the Folate-binding Factor in Some Leukemic Cells
    • Rothenberg, S. P., and Da Costa, M. (1971) Further Observations on the Folate-binding Factor in Some Leukemic Cells. J. Clin. Invest. 50, 719-726.
    • (1971) J. Clin. Invest. , vol.50 , pp. 719-726
    • Rothenberg, S.P.1    Da Costa, M.2
  • 27
    • 0344072757 scopus 로고    scopus 로고
    • Polyethylene Glycol Derivatives
    • Spring Branch Rd., Huntsville, AL 35801, and references cited therein
    • Shearwater Polymers, Inc., Catalog (1996) Polyethylene Glycol Derivatives, pp 18 and 42-49, 2307 Spring Branch Rd., Huntsville, AL 35801, and references cited therein.
    • (1996) Shearwater Polymers, Inc., Catalog , pp. 18
  • 28
    • 0029050664 scopus 로고
    • A Single-injection Protein-kinase A-directed Treatment to Inhibit Tumor Growth
    • Nesterova, M., and Cho-Chung, Y. S. (1995) A Single-injection Protein-kinase A-directed Treatment to Inhibit Tumor Growth. Nat. Med. 1, 528-533.
    • (1995) Nat. Med. , vol.1 , pp. 528-533
    • Nesterova, M.1    Cho-Chung, Y.S.2
  • 29
    • 0028078938 scopus 로고
    • Functionalization of Oligonucleotides with Amino Group and Attachment of Amino-specific Reporter Groups
    • (Agrawal, S., Ed.) Humana Press, Totowa, NJ
    • Agrawal, S. (1994) Functionalization of Oligonucleotides with Amino Group and Attachment of Amino-specific Reporter Groups. In Methods in Molecular Biology: Protocols for Oligonucleotide Conjugates (Agrawal, S., Ed.) pp 93-120, Humana Press, Totowa, NJ.
    • (1994) Methods in Molecular Biology: Protocols for Oligonucleotide Conjugates , pp. 93-120
    • Agrawal, S.1
  • 30
    • 0025250111 scopus 로고
    • 3H-1,2-Benzodithiole-3-one-1,1-Dioxide as an Improved Sulfurizing Reagent in the Solid-Phase Synthesis of Oligodeoxyribonucleoside Phosphorothioates
    • Iyer, R. P., Regan, J. B., Egan, W., and Beaucage, S. L. (1990) 3H-1,2-Benzodithiole-3-one-1,1-Dioxide as an Improved Sulfurizing Reagent in the Solid-Phase Synthesis of Oligodeoxyribonucleoside Phosphorothioates. J. Am. Chem. Soc. 112, 1253.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 1253
    • Iyer, R.P.1    Regan, J.B.2    Egan, W.3    Beaucage, S.L.4
  • 31
    • 0031584876 scopus 로고    scopus 로고
    • N-Pent-4-enoyl (PNT) Group as a Universal Nucleobase Protector: Applications in the Rapid and Facile Synthesis of Oligonucleotides, Analogs, and Conjugates
    • Iyer, R. P., Yu, D., Habus, I., Ho, N.-H., Johnson, S., Devlin, T., Jiang, Z., Zhou, W., Xie, J., and Agrawal, S. ( 1997 ) N-Pent-4-enoyl (PNT) Group as a Universal Nucleobase Protector: Applications in the Rapid and Facile Synthesis of Oligonucleotides, Analogs, and Conjugates. Tetrahedron 53, 2731-2750.
    • (1997) Tetrahedron , vol.53 , pp. 2731-2750
    • Iyer, R.P.1    Yu, D.2    Habus, I.3    Ho, N.-H.4    Johnson, S.5    Devlin, T.6    Jiang, Z.7    Zhou, W.8    Xie, J.9    Agrawal, S.10
  • 32
    • 0027287634 scopus 로고
    • Labile exocyclic amine protection of nucleosides in DNA, RNA and oligonucleotide analog synthesis facilitating N-deacylation, minimizing depurination and chain degradation
    • Sinha, N. D., Davis, P., Usman, N., Perez, J., Hodge, R., Kremsky, J., and Casale, R. (1993) Labile exocyclic amine protection of nucleosides in DNA, RNA and oligonucleotide analog synthesis facilitating N-deacylation, minimizing depurination and chain degradation. Biochime 75, 13.
    • (1993) Biochime , vol.75 , pp. 13
    • Sinha, N.D.1    Davis, P.2    Usman, N.3    Perez, J.4    Hodge, R.5    Kremsky, J.6    Casale, R.7
  • 33
    • 0031056605 scopus 로고    scopus 로고
    • Characterization of Oligodeoxyribonunucleotide-Polyethylene Glycol Conjugates by Electrospray Mass Spectrometry
    • Tarasow, T. M., Tinnermeier, D., and Zyzniewski, C. (1997) Characterization of Oligodeoxyribonunucleotide-Polyethylene Glycol Conjugates by Electrospray Mass Spectrometry. Bioconjugate Chem. 8, 89-93.
    • (1997) Bioconjugate Chem. , vol.8 , pp. 89-93
    • Tarasow, T.M.1    Tinnermeier, D.2    Zyzniewski, C.3
  • 34
    • 0030901609 scopus 로고    scopus 로고
    • A Convenient Synthetic Route to Oligonucleotide Conjugates
    • Harrison, J. G., and Balasubramanian S. (1997) A Convenient Synthetic Route to Oligonucleotide Conjugates. Bioorg. Med. Chem. Lett. 7, 1041-1046.
    • (1997) Bioorg. Med. Chem. Lett. , vol.7 , pp. 1041-1046
    • Harrison, J.G.1    Balasubramanian, S.2
  • 35
    • 0031149555 scopus 로고    scopus 로고
    • Single-Chain Fv/Folate Conjugates Mediate Efficient Lysis of Folate-Receptor-Positive Tumor Cells
    • Cho, B. K., Roy, E. J., Patrick, T. A., and Kranz, D. M. (1997) Single-Chain Fv/Folate Conjugates Mediate Efficient Lysis of Folate-Receptor-Positive Tumor Cells. Bioconjugate Chem. 8, 338-346.
    • (1997) Bioconjugate Chem. , vol.8 , pp. 338-346
    • Cho, B.K.1    Roy, E.J.2    Patrick, T.A.3    Kranz, D.M.4


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