Synthesis and characterization of O6-modified deoxyguanosine-containing oligodeoxyribonucleotides for triple-helix formation

Tetrahedron

Volumn 52, Issue 6, 1996, Pages 2047-2064

  Raynaud, Françoise ^a   Asseline, Ulysse ^a   Roig, Victoria ^a   Thuong, Nguyen Thanh ^a  

^a CENTRE DE BIOPHYSIQUE MOLÉCULAIRE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

DEOXYGUANOSINE DERIVATIVE; OLIGODEOXYRIBONUCLEOTIDE;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; PRIORITY JOURNAL; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

EID: 0030034366     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)01043-2     Document Type: Article

References (31)

1. Fesenfeld, G.; Davies, D. R.; Rich, A. J. Am. Chem. Soc. 1957, 79, 2023-2024.
2. Thuong, N. T.; Hélène, C. Angew. Chem. Int. Ed. Engl. 1993, 32, 666-690.
3. Letai, A. G.; Palladino, M. A.; Fromm, E.; Rizzo, V.; Fresco, J. R. Biochemistry 1988, 27, 9108-9112.
4. Le Doan, T.; Perrouault, L.; Praseuth, D.; Habhoub, N.; Decout, J. L.; Thuong, N. T.; Lhomme, J. Hélène, C. Nucleic Acids Res. 1987, 15, 7749-7760.
5. Moser, H. E.; Dervan, P. B. Science 1987, 238, 645-650.
6. Cooney, M.; Czernuszewicz, G.; Postel, E. H.; Flint, S. J.; Hogan, M. E. Science 1988, 241, 546-549.
7. Pilch, D. S.; Levensen, C.; Shafer, R. H. Biochemistry 1991, 30, 6081-6087.
8. Beal, P. A.; Dervan, P. B. Science 1991, 251, 1360-1363.
9. Giovannangeli, C.; Rougée, M.; Montenay-Garestier, T.; Thuong, N. T.; Hélène, C. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 8631-8635.
10. Sun, J. S.; François, J. C.; Montenay-Garestier, T.; Saison-Behmoaras, T.; Roig, V.; Thuong, N. T.; Hélène, C. Proc.Natl. Acad. Sci. U.S.A. 1989, 86, 9198-9202.
11. Takasugi, M. ; Guendouz, A. ; Chassignol, M. ; Decout, J. L. ; Lhomme, J. ; Thuong, N. T. ; Hélène, C. Proc. Natl. Acad. Sci USA 1991, 88, 5602-5606.
12. Griffin, L. C.; Dervan, P. B. Science 1989, 245, 967-971.
13. Wang, E.; Malek, S.; Feigon, J. Biochemistry 1992, 31, 4838-4846.
14. Radhakrishnan, I.; Gao, X.; de los Santos, C.; Live, D.; Patel, D. J. Biochemistry 1991, 30, 9022-9030.
15. Horne, D. A.; Dervan, P. B. Nucleic Acids Res. 1991, 19, 4963-4965.
16. Mitsunobu, O. Synthesis 1981, 1, 1-28.
17. Borowy-Borowski, H.; Chambers, R. Biochemistry 1987, 26, 2465-2471.
18. Gaffney, B. L.; Jones, R. A. Biochemistry 1989, 28, 5881-5889.
19. Thuong, N. T.; Asseline, U., in "Oligonucleotides and Analogues", Eckstein, F., Ed., IRL Press, Oxford, 1991, 283-308.
20. Schulhof, J. C.; Molko, D.; Téoule, R. Nucleic Acids Res 1987, 15, 397-415.
21. Gaffney, B. L.; Jones, R. A. Tetrahedron Lett 1982, 23, 2257-2260.
22. Asseline, U.; Thuong, N. T. Nucleosides and Nucleotides 1986, 5, 45-63.
23. Gao, X.; Gaffney, B. L.; Hadden, S.; Jones, R. A. J. Org. Chem. 1986, 51, 755-758.
24. Atkinson, T.; Smith, M. in "Oligonucleotide synthesis: a practical approach" Gait, M.J. Ed, IRL Press, Oxford, 1984.
25. Williamson, J. R.; Raghuraman, M. K.; Cech, T. R. Cell 1989, 59, 871-880.
26. Sen, D.; Gilbert, W. Nature 1990, 344, 410-414.
27. Zimmerman, S. B.; Cohen, G. H.; Davies, D. R. J. Mol. Biol. 1975, 92, 181-192.
28. Beaucage, S. L.; Caruthers, M. H. Tetrahedron Lett 1981, 22, 1859-1862.
29. Reese, C. B.; Saffhill, R. J.Chem.Soc. Perkin I 1972, 7, 2937-2939.
30. Matsuda, A. Synthesis 1986, 385-386.
31. Schönberg, A.; Aziz, G. J. Am. Chem. Soc. 1953, 75, 3265-3266.