Synthesis and DNA cleavage of 2′-O-amino-linked metalloporphyrin-oligonucleotide conjugates

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 18, 2000, Pages 3088-3095

  Dubey, Igor ^a,b   Pratviel, Geneviève ^a   Meunier, Bernard ^a  

^a LCC LABORATOIRE DE CHIMIE DE COORDINATION   (France)

^b INSTITUTE OF MOLECULAR BIOLOGY AND GENETICS   (Ukraine)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; CHEMICAL BONDS; DNA; POSITIVE IONS; SYNTHESIS (CHEMICAL);

OLIGONUCLEOTIDES;

AROMATIC COMPOUNDS;

EID: 0034699704     PISSN: 14704358     EISSN: None     Source Type: Journal    
DOI: 10.1039/b004431h     Document Type: Article

References (41)

1. J. Bernadou, G. Pratviel, F. Bennis, M. Girardet and B. Meunier, Biochemistry, 1989, 28, 7268.
2. M. Pitié J. Bernadou and B. Meunier, J. Am. Chem. Soc., 1995, 117, 2935.
3. J. Bernadou and B. Meunier, Chem. Commun., 1998, 2167.
4. J. T. Groves, J. Lee and S. S. Maria, J. Am. Chem. Soc., 1997, 119, 6269.
5. M. Pitié, G. Pratviel, J. Bernadou and B. Meunier, Proc. Natl. Acad. Sci. U.S.A., 1992, 89, 3967.
6. C. Vialas, G. Pratviel, C. Claparols and B. Meunier, J. Am. Chem. Soc., 1998, 120, 11548.
7. C. Vialas, C. Claparols, G. Pratviel and B. Meunier, J. Am. Chem. Soc., 2000, 122, 2157.
8. G. Pratviel, V. Duarte, J. Bernadou and B. Meunier, J. Am. Chem. Soc., 1993, 115, 7939.
9. M. Pitié, C. Casas, C. J. Lacey, G. Pratviel, J. Bernadou and B. Meunier, Angew. Chem., Int. Ed. Engl., 1993, 32, 557.
10. B. Mestre, G. Pratviel and B. Meunier, Bioconjugate Chem., 1995, 6, 466.
11. B. Mestre, A. Jacobs, G. Pratviel and B. Meunier, Biochemistry, 1996, 35, 9140.
12. P. Bigey, G. Pratviel and B. Meunier, Nucleic Acids Res., 1995, 23, 3894.
13. B. Mestre, M. Pitié, C. Loup, C. Claparols, G. Pratviel and B. Meunier, Nucleic Acids Res., 1997, 25, 1022.
14. G. Pratviel, J. Bernadou and B. Meunier, Angew. Chem., Int. Ed. Engl., 1995, 34, 746.
15. G. Pratviel, J. Bernadou and B. Meunier, Adv. Inorg. Chem., 1998, 45, 251.
16. L. C. Griffin, L. L. Kiessling, P. A. Beal, P. Gillespie and P. B. Dervan, J. Am. Chem. Soc., 1992, 114, 7976.
17. D. S. Sigman, T. W. Bruice, A. Mazumder and C. L. Sutton, Acc. Chem. Res., 1993, 26, 98.
18. J. T. Groves and I. O. Kady, Inorg. Chem., 1993, 32, 3868.
19. D. E. Bergstrom and N. P. Gerry, J. Am. Chem. Soc., 1994, 116, 12067.
20. H. Inoue, Y. Hayase, A. Imura, S. Iwai, K. Miura and E. Ohtsuka, Nucleic Acids Res., 1987, 15, 6131.
21. A. M. Iribarren, B. S. Sproat, P. Neuner, I. Sulston, U. Ryder and A. I. Lamond, Proc. Natl. Acad. Sci. U.S.A., 1990, 87, 7747.
22. B. S. Sproat and A. I. Lamond, in Antisense Research and Applications, ed. S. T. Crooke and B. Lebleu, CRC Press, Boca Raton, FL, 1993, pp. 351-362.
23. K. Yamana, Y. Nishijima, T. Ikeda, T. Gokota, H. Ozaki, H. Nakano, O. Sangen and T. Shimidzu, Bioconjugate Chem., 1990, 1, 319.
24. H. M. Desmukh, S. P. Joglekar and A. D. Broom, Bioconjugate Chem., 1995, 6, 578.
25. K. Yamana, R. Aota and H. Nakano, Tetrahedron Lett., 1995, 36, 8427.
26. K. Yamana, Y. Ohashi, K. Nunota, M. Kitamura,.H. Nakano, O. Sangen and T. Shimidzu, Tetrahedron Lett., 1991, 32, 6347.
27. K. Yamana, Y. Ohashi, K. Nunota and H. Nakano, Tetrahedron, 1997, 53, 4265.
28. M. Manoharan, C. J. Guinosso and P. D. Cook, Tetrahedron Lett., 1991, 32, 7171.
29. M. Manoharan, L. K. Johnson, K. L. Tivel, R. H. Springer and P. D. Cook, Bioorg. Med. Chem. Lett., 1993, 3, 2765.
30. E. A. Lesnik, C. J. Guinosso, A. M. Kawasaki, H. Sasmor, M. Zounes, L. L. Cummins, D. J. Ecker, P. D. Cook and S. M. Freier, Biochemistry, 1993, 32, 7832.
31. M. E. Douglas, B. Beijer and B. S. Sproat, Bioorg. Med. Chem. Lett., 1994, 4, 995.
32. V. Duarte, G. Pratviel, B. Meunier, M. Berton, S. Sixou and G. Favre, New J. Chem., 1997, 21, 55.
33. H. Sugiyama and I. Saito, J. Am. Chem. Soc., 1996, 118, 7063.
34. K. E. Erkkila, D. T. Odom and J. K. Barton, Chem. Rev., 1999, 99, 2777,
35. B. Giese, S. Wessely, M. Spormann, U. Lindemann, E. Meggers and M. E. Michel-Beyerle, Angew. Chem., Int. Ed., 1999, 38, 996.
36. Y. Kan and G. B. Schuster, J. Am. Chem. Soc., 1999, 121, 10857.
37. K. A. Watanabe and J. J. Fox, Angeu: Chem., Int. Ed. Engl., 1966, 5, 589.
38. B. S. Sproat and A. I. Lamond, in Oligonucleotides and Analogues: a Practical Approach, the Practical Approach Series, ed. F. Eckstein, Oxford University Press, Oxford, New York, Tokyo, 1991, pp. 49-86.
39. S. Agrawal and J.-Y. Tang, Tetrahedron Lett., 1990, 31, 1543.
40. Handbook of Biochemistry and Molecular Biology - Nucleic Acids, ed. G. Fasman, CRC Press, Cleveland, 3rd edn., 1975, p. 175.
41. C. Casas, B. Saint-Jalmes, C. Loup, C. J. Lacey and B. Meunier, J. Org. Chem., 1993, 58, 2913.