Selective and monofunctional guanosine 5′-monophosphate binding by chloro[3-(2,3-diaminopropionylamino)propionic acid]-(dimethyl sulfoxide)platinum(II) complex

Bulletin of the Chemical Society of Japan

Volumn 78, Issue 9, 2005, Pages 1629-1634

  Takashima, Hiroshi ^a   Hirai, Chiharu ^a   Tsukahara, Keiichi ^a  

^a NARA WOMEN'S UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHARACTERIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEIC ACIDS; ORGANOMETALLICS; SOLUTIONS; SYNTHESIS (CHEMICAL);

BINDING REACTION; GUANINE; REACTIVITY;

PLATINUM COMPOUNDS;

AMINE; CHLORINE DERIVATIVE; DIMETHYL SULFOXIDE; GUANINE; GUANOSINE PHOSPHATE; METAL; NUCLEIC ACID; PHOSPHATE; PLATINUM; PLATINUM COMPLEX; PROPIONIC ACID DERIVATIVE; WATER;

AQUEOUS SOLUTION; ARTICLE; CIS TRANS ISOMERISM; COMPLEX FORMATION; ELECTROSPRAY MASS SPECTROMETRY; PH; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 26444459815     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.78.1629     Document Type: Article

References (43)

1. M. Eriksson, M. Leijon, C. Hiort, B. Nordén, and A. Gräslund, J. Am. Chem. Soc., 114, 4933 (1992).
2. C. M. Dupureur and J. K. Barton, J. Am. Chem. Soc., 116, 10286 (1994).
3. M. Eriksson, M. Leijon, C. Hiort, B. Nordén, and A. Gräslund, Biochemistry, 33, 5031 (1994).
4. C. M. Dupureur and J. K. Barton, Inorg. Chem., 36, 33 (1997).
5. I. Greguric, J. R. Aldrich-Wright, and J. G. Collins, J. Am. Chem. Soc., 119, 3621 (1997).
6. B. P. Hudson and J. K. Barton, J. Am. Chem. Soc., 120, 6877 (1998).
7. E. C. Long and C. A. Claussen, "DNA and RNA Binders," ed by M. Demeunynck, C. Bailly, and W. D. Wilson, Wiley-VCH, Germany (2003), Vol. 1, p. 88.
8. S. J. Lippard, Acc. Chem. Res., 11, 211 (1978).
9. D. L. Banville, W. D. Wilson, and L. G. Marzilli, Inorg. Chem., 24, 2479 (1985).
10. C. Hiort, B. Nordén, and A. Rodger, J. Am. Chem. Soc., 112, 1971 (1990).
11. H.-Q. Liu, S.-M. Peng, and C.-M. Che, J. Chem. Soc., Chem. Commun., 1995, 509.
12. M. Cusumano, M. L. Di Pietro, A. Giannetto, F. Nicoló, and E. Rotondo, Inorg. Chem., 37, 563 (1998).
13. J. G. Collins, R. M. Rixon, and J. R. Aldrich-Wright, Inorg. Chem., 39, 4377 (2000).
14. C.-M. Che, M. Yang, K.-H. Wong, H.-L. Chan, and W. Lam, Chem.-Eur. J., 5, 3350 (1999).
15. A. E. Friedman, J.-C. Chambron, J.-P. Sauvage, N. J. Turro, and J. K. Barton, J. Am. Chem. Soc., 112, 4960 (1990).
16. Y. Jenkins, A. E. Friedman, N. J. Turro, and J. K. Barton, Biochemistry, 31, 10809 (1992).
17. H.-Q. Liu, T.-C. Cheung, and C.-M. Che, Chem. Commun., 1996, 1039.
18. C. Moucheron, A. K.-D. Mesmaeker, and S. Choua, Inorg. Chem., 36, 584 (1997).
19. E. Tuite, P. Lincoln, and B. Nordén, J. Am. Chem. Soc., 119, 239 (1997).
20. A. L. Pinto and S. J. Lippard, Biochim. Biophys. Acta, 780, 167 (1985).
21. E. Wong and C. M. Giandomenico, Chem. Rev., 99, 2451 (1999).
22. N. Sheibani, M. M. Jennerwein, and A. Eastman, Biochemistry, 28, 3120 (1989).
23. M. A. Fuertes, C. Alonso, and J. M. Pérez, Chem. Rev., 103, 645 (2003).
24. Y. Kidani, R. Kizu, M. Miyazaki, M. Noji, A. Matsuzawa, Y. Takeda, N. Akiyama, and M. Eriguchi, "Platinum and Other Metal Coordination Compounds in Cancer Chemotherapy 2," ed by H. M. Pinedo and J. H. Schornagel, Plenum Press, New York and London (1996), p. 43.
25. E. R. Jamieson and S. J. Lippard, Chem. Rev., 99, 2467 (1999).
26. N. Farrell, D. M. Kiley, W. Schmidt, and M. P. Hacker, Inorg. Chem., 29, 397 (1990).
27. C. G. Barry, H. Baruah, and U. Bierbach, J. Am. Chem. Soc., 125, 9629 (2003).
28. K. W. Jennette, S. J. Lippard, G. A. Vassiliades, and W. R. Bauer, Proc. Natl. Acad. Sci. U.S.A., 71, 3839 (1974).
29. M. Carlone, L. G. Marzilli, and G. Natile, Inorg. Chem., 43, 584 (2004).
30. Y. N. Kukushkin, Y. E. Vyaz'menski, L. I. Zorina, and Y. L. Pazukhina, Russ. J. Inorg. Chem., 13, 835 (1968).
31. D. P. Bancroft, C. A. Lepre, and S. J. Lippard, J. Am. Chem. Soc., 112, 6860 (1990).
32. R. A. Kortes, S. J. Geib, F.-T. Lin, and R. E. Shepherd, Inorg. Chem., 38, 5045 (1999).
33. G. Guillena, G. Rodriguez, M. Albrecht, and G. van Koten, Chem.-Eur. J., 8, 5368 (2002).
34. S. Ongeri, D. J. Aitken, H.-P. Husson, J. Kozelka, and B. Viossat, Inorg. Chem., 39, 6131 (2000).
35. E. L. M. Lempers, M. J. Bloemink, and J. Reedijk, Inorg. Chem., 30, 201 (1991).
36. R. B. Martin, "Cisplatin-Chemistry and Biochemistry of a Leading Anticancer Drug," ed by B. Lippert, Weinheim, Germany (1999), p. 183.
37. F. J. Dijt, G. W. Canters, J. H. J. den Hartog, A. T. M. Marcelis, and J. Reedijk, J. Am. Chem. Soc., 106, 3644 (1984).
38. M. D. Reily, T. W. Hambley, and L. G. Marzilli, J. Am. Chem. Soc., 110, 2999 (1988).
39. J. C. Chottard, J. P. Girault, G. Chottard, J. Y. Lallemand, and D. Mansuy, J. Am. Chem. Soc., 102, 5565 (1980).
40. K. H. Scheller, V. Scheller-Krattiger, and R. B. Martin, J. Am. Chem. Soc., 103, 6833 (1981).
41. H. Chen, J. A. Parkinson, R. E. Morris, and P. J. Sadler, J. Am. Chem. Soc., 125, 173 (2003), and references cited therein.
42. 31PNMR, we discuss about the formation processes of cis- and trans-[Pt(dapap)(Hgmp)(dmso)] from these NMR results.
43. S. Choi, R. B. Cooley, A. S. Hakemian, Y. C. Larrabee, R. C. Bunt, S. D. Maupas, J. G. Muller, and C. J. Burrows, J. Am. Chem. Soc., 126, 591 (2004).