Synthesis of oligodeoxyribonucleotide bearing 2'-S-alkyl residue and its effect on the duplex stability

Nucleosides, Nucleotides and Nucleic Acids

Volumn 19, Issue 3, 2000, Pages 593-601

  Ozaki, Hiroaki ^a   Sato, Yuichi ^a   Azuma, Sadaji ^a   Sawai, Hiroaki ^a  

^a GUNMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

OLIGODEOXYRIBONUCLEOTIDE;

ANALYTIC METHOD; ARTICLE; DNA CONFORMATION; DNA HELIX; DRUG EFFECT; DRUG STABILITY; INTERCALATION COMPLEX; PROTEIN MODIFICATION; RESIDUE ANALYSIS; THERMOSTABILITY; TISSUE DISTRIBUTION;

EID: 0033997550     PISSN: 15257770     EISSN: None     Source Type: Journal    
DOI: 10.1080/15257770008035010     Document Type: Article

References (25)

1. Baker, B. F.; Lot, S. S.; Condon, T. P.; Cheng-Flournoy, S.; Lesnik, E. A.; Sasmor, H. M.; Bennett, C. F. J. Biol. Chem., 1997, 272, 11994-12000.
2. Mesmaeker, A. D.; Häner, R.; Martin, P.; Moser, H. E. Acc. Chem. Res., 1995, 28, 366-374.
3. (a) Sigurdsson, S. T.; Echstein, F. Nucleic Acids Res., 1996, 24, 3129-3133.
4. (b) Cohen, S. B.; Cech, T. R. J. Am. Chem. Soc. 1997, 199, 6259-6268.
5. (a) Yamana, K.; Iwase, R.; Furutani, S.; Tsuchida, H.; Zako, H.; Yamaoka, T.; Murakami, A. Nucleic Acids Res., 1999, 27, 2387-2392.
6. (b) Yamana, K.; Mitsui, T.; Nakano, H. Tetrahedron, 1999, 55, 9143-9150.
7. (c) Yamana, K.; Ohashi, Y.; Nunota, K.; Nakano, H.Tetrahedron, 1997, 53, 4265-4270.
8. (d) Yamana, K.; Gokota, T.; Ozaki, H.; Nakano, H.; Sangen, O.; Shimidzu, T. Nucleosides Nucleotides, 1992, 11, 383-390.
9. Monoharan, M.; Tivel, K. L.; Cook, P. D.Tetrahedron Lett., 1995, 36, 3651-3654.
10. (a) Yamana, K.; Mitsui, T.; Yoshioka, J.; Isuno, T.; Nakano, H. Bioconjugate Chem., 1996, 7, 715-720.
11. (b) Deshmukh, H. M.; Joglekar, S. P.; Broom, A. D. Bioconjugate Chem., 1995, 6, 578-586.
12. (c) Yamana, K.; Nishijima, Y.; Ikeda, T.; Gokota, T.; Ozaki, H.; Nakano, H.; Sangen, O.; Shimidzu, T. Bioconjugate Chem., 1990, 1, 319-324.
13. Uesugi, S.; Miki, H.; Ikehara, M.; Iwahashi, H.; Kyogoku, Y. Tetrahedron Letts., 1979, 42, 4073-4076.
14. Patel, A. D.; Schrier, W. H.; Nagyvary, J. J. Org. Chem., 1980, 45, 4830-4834.
15. Fraser, A.; Wheeler, P.; Cook, P. D.; Sanghvi, S. J. Heterocyclic Chem., 1993, 30, 1277-1287.
16. Brown, D. M.; Parihar, D. B.; Todd, A.; Varadarajan, S. J. Chem. Soc., 1958, 3028.
17. Divakar, K. J.; Reese, C. B. J. Chem. Soc., Perkin Trans. I, 1982, 1625-1628.
18. (a) Ogilvie, K. K.; Iwacha, D. Can. J. Chem., 1969, 47, 495-497.
19. (b) Verheyden, J. P. H.; Wagner, D.; Moffatt, J. G. J. Org. Chem., 1971, 36, 250-254.
20. Kodama, T.; Kyogoku, Y.; Sugeta, H. Spectroscopy of Biological Molecules: Modern Trends, Kluwer Academic Publishers, 1997, 557-578.
21. Borer, P. N.; Dengler, B.; Tinoco, Jr., I.; Uhlenbeck, O. C. J. Mol. Biol., 1974, 86, 843-853.
22. Altona C.; Sundaralingam, M. J. Am. Chem. Soc., 1973, 95, 2333-2344.
23. Lesnik, E. A.; Guinosso, C. J.; Kawasaki, A. M.; Sasmor, H.; Zounes, M.; Cummins, L. L.; Ecker, D. J.; Cook, P. D.; Freier, S. M. Biochemistry, 1993, 32, 7832-7838.
24. (a) Sinha, N. D.; Biernat, J.; Köster, H. Tetrahedron Lett., 1983, 24, 5843-5846.
25. (b) Nagai, H.; Fujiwara, T.; Fujii, M.; Sekine, M.; Hata, T. Nucleic Acids Res., 1989, 17, 8581-8593.