Rates of platination of AG and GA containing double-stranded oligonucleotides: Insights into why cisplatin binds to GG and AG but not GA sequences in DNA

Journal of the American Chemical Society

Volumn 120, Issue 44, 1998, Pages 11380-11390

  Davies, Murray S ^a,b   Berners Price, Susan J ^a   Hambley, Trevor W ^b  

^a GRIFFITH UNIVERSITY   (Australia)

^b UNIVERSITY OF SYDNEY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

CISPLATIN; DOUBLE STRANDED DNA; OLIGONUCLEOTIDE; PLATINUM;

ARTICLE; BASE PAIRING; BINDING SITE; DNA ADDUCT; DNA SEQUENCE; DRUG RECEPTOR BINDING; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEOTIDE METABOLISM; PROTEIN PROTEIN INTERACTION;

EID: 0032508961     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja981725u     Document Type: Article

References (44)

1. Eastman, A. Biochemistry 1982, 21, 6732-6736.
2. Eastman, A. Biochemistry 1983, 22, 3927-3933.
3. Fichtinger-Schepman, A.-M. J.; van der Veer, J. L.; den Hartog, J. H. J.; Lohman, P. H. M.; Reedijk, J. Biochemistry 1985, 24, 707-713.
4. Decoville, M.; Schwartz, A.; Locker, D.; Leng, M. FEBS Lett. 1993, 323, 55-58.
5. Eastman, A. Pharmac. Ther. 1987, 34, 155-166.
6. Lippard, S. J. Pure Appl. Chem. 1987, 59, 731-742.
7. Eastman, A. Biochemistry 1986, 25, 3912-3915.
8. Jennerwein, M. M.; Eastman, A.; Khokhar, A. Chem. Biol. Int. 1989, 70, 39-49.
9. Hartwig, J. F.; Lippard, S. J. J. Am. Chem. Soc. 1992, 114, 5646-5654.
10. Murray, V.; Motyka, H.; England, P. R.; Wickham, G.; Lee, H. H.; Denny, W. A.; McFadyen, W. D. Biochemistry 1992, 31, 11812-11817.
11. Murray, V.; Motyka, H.; England, P. R.; Wickham, G.; Lee, H. H.; Denny, W. A.; McFadyen, W. D. J. Biol. Chem. 1992, 267, 18805-18808.
12. Martin, R. B. Acc. Chem. Res. 1985, 18, 32-38.
13. Bancroft, D. P.; Lepre, C. A.; Lippard, S. J. J. Am. Chem. Soc. 1990, 112, 6860-6871.
14. Eapen, S.; Green, M.; Ismail, I. M. J. Inorg. Biochem. 1985, 24, 233-237.
15. Arpalahti, J.; Lippert, B. Inorg. Chem. 1990, 29, 104-110.
16. Mansy, S.; Chu, G. Y. H.; Duncan, R. E.; Tobias, R. S. J. Am. Chem. Soc. 1978, 100, 607-616.
17. Marcelis, A. T. M.; Erkelens, C.; Reedijk, J. Inorg. Chim. Acta 1984, 91, 129-135.
18. Dijt, F. J.; Chottard, J.-C.; Girault, J.-P.; Reedijk, J. Eur. J. Biochem. 1989, 179, 333-344.
19. Hemelryck, J.; Girault, J.-P.; Chottard, G.; Valadon, P.; Laoui, A.; Chottard, J.-C. Inorg. Chem. 1987, 26, 787-795.
20. Dewan, J. C. J. Am. Chem. Soc. 1984, 106, 7239-7244.
21. Hambley, T. W. J. Chem. Soc., Chem. Commun. 1988, 221-223.
22. Hambley, T. W. Inorg. Chem. 1991, 30, 937-942.
23. Gonnet, F.; Reeder, F.; Kozelka, J.; Chottard, J.-C. Inorg. Chem. 1996, 35, 1653-1658.
24. Reeder, F.; Gonnet, F.; Kozelka, J.; Chottard, J.-C. Chem. Eur. J. 1996, 2, 1068-1076.
25. Barnham, K. J.; Berners-Price, S. J.; Frenkiel, T. A.; Frey, U.; Sadler, P. J. Angew. Chem., Int. Ed. Engl. 1995, 34, 1874-1877.
26. Berners-Price, S. J.; Barnham, K. J.; Frey, U.; Sadler, P. J. Chem. Eur. J. 1996, 2, 1283-1291.
27. Reeder, F.; Guo, Z.; Murdoch, P. del S.; Corazza, A.; Hambley, T. W.; Berners-Price, S. J.; Chottard, J.-C.; Sadler, P. J. Eur. J. Biochem. 1997, 249, 370-382.
28. Barnham, K. J.; Berners-Price, S. J.; Guo, Z.;. Murdoch, P. del S.; Sadler, P. J. NMR spectroscopy of platinum drugs: from DNA to body fluids. In Pinedo, H. M., Schornagel, J. H., Eds.; Platinum and other metal coordination compounds in cancer chemotherapy 2; Plenum Press: New York, 1996; pp 1-16.
29. Berners-Price, S. J.; Sadler, P. J. Coord. Chem. Rev. 1996, 151, 1-40.
30. Appleton, T. G.; Hall, J. R.; Ralph, S. F. Inorg. Chem. 1985, 24, 4685-4693.
31. Kerrison, S. J. S.; Sadler, P. J. J. Chem. Soc., Chem. Commun. 1977, 861-864.
32. Berners-Price, S. J.; Frey, U.; Ranford, J. D.; Sadler, P. J. J. Am. Chem. Soc. 1993, 115, 8649-8659.
33. Piotto, M.; Saudek, V.; Sklenar, V. J. Biomol. NMR 1992, 2, 661-665.
34. Stonehouse, J.; Shaw, G. L.; Keeler, J.; Laue, E. D. J. Magn. Reson. Ser. A 1994, 107, 174-184.
35. Berners-Price, S. J.; Frenkiel, T. A.; Frey, U.; Ranford, J. D.; Sadler, P. J. J. Chem. Soc., Chem. Commun. 1992, 789-791.
36. Berners-Price, S. J.; Corazza, A.; Guo, Z.; Barnham, K. J.; Sadler, P. J.; Ohyama, Y.; Leng, M.; Locker, D. Eur. J. Biochem. 1997, 243, 782-791.
37. Ismail, I. M.; Kerrison, S. J. S.; Sadler, P. J. Polyhedron 1982, 1, 57-59.
38. The appropriate differential equations are provided as Supporting Information.
39. Berners-Price, S. J.; Davies, M. S.; Jones, A. R.; Hambley, T. W. manuscript in preparation.
40. van de Ven, F. J. M.; Hilbers, C. W. Nucleic Acids Res. 1988, 16, 5713-5726.
41. Lemaire, D.; Fouchet, M.-H.; Kozelka, J. J. Inorg. Biochem. 1994, 53, 261-271.
42. A plot of the time dependences of the H8 resonances for the cisplatin + -AG-reaction is provided as Supporting Information.
43. Wijmenga, S. S.; Mooren, M. M. W.; Hilbers, C. W. NMR of nucleic acids: from spectrum to structure. In NMR of Macromolecules - A practical approach; Roberts, G. C. K., Ed.; Oxford University Press: Oxford, UK, 1993; pp 217-288.
44. Elmroth, S. K. C.; Lippard, S. J. J. Am. Chem. Soc. 1994, 116, 3633-3634.