Acid-base and metal ion binding properties of guanylyl(3′→-5′)guanosine (GPG-) and 2′-deoxyguanylyl(3′→5′)-2′-deoxyguanosine [d(GPG)-] in aqueous solution

Inorganic Chemistry

Volumn 42, Issue 11, 2003, Pages 3475-3482

  Da Costa, Carla P ^a   Sigel, Helmut ^a  

^a UNIVERSITY OF BASEL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

2' DEOXYGUANYLYLDEOXYGUANOSINE; CADMIUM; CARBONYL DERIVATIVE; DINUCLEOSIDE PHOSPHATE; ESTER DERIVATIVE; GUANOSINE DERIVATIVE; GUANYLYLGUANOSINE; MAGNESIUM ION; METAL ION; NICKEL; OXYGEN; UNCLASSIFIED DRUG; ZINC;

ACID BASE BALANCE; ACIDITY; AQUEOUS SOLUTION; ARTICLE; CHEMICAL BINDING; CHEMICAL INTERACTION; COMPLEX FORMATION; COORDINATION; ELECTRICITY; INTERMETHOD COMPARISON; MEASUREMENT; MOLECULAR STABILITY; PH; POTENTIOMETRY; PROTON TRANSPORT; TITRIMETRY;

ALGORITHMS; BINDING SITES; CADMIUM; CHELATING AGENTS; CHEMISTRY, PHYSICAL; DINUCLEOSIDE PHOSPHATES; GUANOSINE; HYDROGEN-ION CONCENTRATION; MAGNESIUM; MOLECULAR STRUCTURE; NICKEL; WATER; ZINC;

EID: 0038693482     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic020672l     Document Type: Article

References (70)

1. Sletten, E.; Frøystein, N. Å. Met. Ions Biol. Syst. 1996, 32, 397-418.
2. Bregadze, V. G. Met. Ions Biol. Syst. 1996, 32, 419-451.
3. (a) Pyle, A. M. Met. Ions Biol. Syst. 1996, 32, 479-520.
4. (b) Pyle, A. M. J. Biol. Inorg. Chem. 2002, 7, 679-690.
5. Sigel, H. Chem. Soc. Rev. 1993, 22, 255-267.
6. Sigel, H.; Song, B. Met. Ions Biol. Syst. 1996, 32, 135-205.
7. Wedekind, J. E.; McKay, D. B. Nature Struct. Biol. 1999, 6, 261-268.
8. Sigel, R. K. O.; Vaidya, A.; Pyle, A. M. Nature Struct. Biol. 2000, 7, 1111-1116.
9. Soler-López, M.; Malinina, L.; Tereshko, V.; Zarytova, V.; Subirana, J. A. J. Biol. Inorg. Chem. 2002, 7, 533-538.
10. Aoki, K. Met. Ions Biol. Syst. 1996, 32, 91-134.
11. Kampf, G.; Kapinos, L. E.; Griesser, R.; Lippert, B.; Sigel, H. J. Chem. Soc., Perkin Trans. 2 2002, 1320-1327.
12. Martin, R. B. Met. Ions Biol. Syst. 1996, 32, 61-89.
13. Pullman, A.; Pullman, B. Q. Rev. Biophys. 1981, 14, 289-380.
14. Sugiyama, H.; Saito, I. J. Am. Chem. Soc. 1996, 118, 7063-7068.
15. Sigel, H.; Massoud, S. S.; Corfù, N, A. J. Am. Chem. Soc. 1994, 116, 2958-2971.
16. Sigel, H.; Bianchi, E. M.; Corfù, N. A.; Kinjo, Y.; Tribolet, R.; Martin, R. B. Chem. Eur. J. 2001, 7, 3729-3737.
17. Kozelka, J.; Fouchet, M.-H.; Chottard, J.-C. Eur. J. Biochem. 1992, 205, 895-906.
18. Bloemink, M. J.; Reedijk, J. Met. Ions Biol. Syst. 1996, 32, 641-685.
19. Gelasco, A.; Lippard, S. J. Biochemistry 1998, 37, 9230-9239.
20. (a) Williams, K. M.; Scarcia, T.; Natile, G.; Marzilli, L. G. Inorg. Chem. 2001, 40, 445-454.
21. (b) Sullivan, S. T.; Ciccarese, A.; Fanizzi, F. P.; Marzilli, L. G. J. Am. Chem. Soc., 2001, 123, 9345-9355.
22. Loehrer, P. J.; Einhorn, L. H. Ann. Intern. Med. 1984, 100, 704-713.
23. Cisplatin: Chemistry and Biochemistry of a Leading Anticancer Drug; Lippert, B., Ed.; VHCA: Zürich, 1999; Wiley-VCH: Weinheim. 1999; pp 1-563.
24. Whitehead, J. P.; Lippard, S. J. Met, Ions Biol. Syst. 1996, 32, 687-726.
25. Girault, J.-P.; Chottard, G.; Lallemand, J.-Y.; Chottard, J.-C. Biochemistry 1982, 21, 1352-1356.
26. IUPAC Stability Constants Database, release 5, version 5.16; compiled by Pettit, L. D., Powell, H. K. J.; Academic Software: Timble, Otley, West Yorkshire, U.K., 2001.
27. NIST Critically Selected Stability Constants of Metal Complexes, Reference Database 46, version 6.0; data collected and selected by Smith, R. M., Martell, A. E.; U.S. Department of Commerce, National Institute of Standards and Technology: Gaithersburg, MD, 2001.
28. Joint Expert Speciation System (JESS), version 6.4; joint venture by Murray, K., May, P. M.; Division of Water Technology, CSIR, Pretoria, South Africa, and School of Mathematical and Physical Sciences, Murdoch University, Murdoch, Western Australia, 2001.
29. Ogasawara, N.; Watanabe, Y.; Inoue, Y. J. Am. Chem. Soc. 1975, 97, 6571-6576.
30. Ogasawara, N.; Inoue, Y. J. Am. Chem. Soc. 1976, 98, 7048-7053.
31. Ogasawara, N.; Inoue, Y. J. Am. Chem. Soc. 1976, 98, 7054-7060.
32. Sakurai, M.; Tazawa, I.; Inoue, Y. J. Mol. Biol. 1983, 163, 683-686.
33. Zimmer, Ch.; Luck, G.; Holý, A. Nucleic Acids Res. 1976, 3, 2757-2770.
34. Sigel, H., Lippert, B. Pure Appl. Chem. 1998, 70, 845-854.
35. Sigel, H.; Song, B.; Oswald, G.; Lippert, B. Chem. Eur. J. 1998, 4, 1053-1060.
36. Song, B.; Zhao, J.; Griesser, R., Meiser, C.; Sigel, H.; Lippert, B. Chem. Eur. J. 1999, 5, 2374-2387.
37. Lüth, M. S.; Song, B.; Lippert, B.; Sigel, H. Inorg. Chem. 2000, 39, 1305-1310.
38. Griesser, R.; Kampf, G.; Kapinos, L. E.; Komeda, S.; Lippert, B.; Reedijk, J.; Sigel, H. Inorg. Chem. 2003, 42, 32-41.
39. Bastian, M.; Sigel, H. J. Coord. Chem. 1991, 23, 137-154.
40. Sigel, H.; Zuberbühler, A. D.; Yamauchi, O. Anal. Chim. Acta 1991, 255, 63-72.
41. Irving, H. M.; Miles, M. G.; Pettit, L. D. Anal. Chim. Acta 1967, 38, 475-488.
42. Savoie, R.; Klump, H.; Peticolas, W. L. Biopolymers 1978, 17, 1335-1345.
43. Walmsley, J. A.; Schneider, M. L.; Farmer, P. J.; Cave, J. R.; Toth, C. R.; Wilson, R. M. J. Biomol. Struct. Dyn. 1992, 10, 619-638.
44. Ghana, R.; Walss, C.; Walmsley, J. A. J. Biomol. Struct. Dyn. 1996, 14, 101-110.
45. Scheller, K. H.; Hofstetter, F.; Mitchell, P. R.; Prijs, B.; Sigel, H. J. Am. Chem. Soc. 1981, 103, 247-260.
46. (a) Corfù, N. A.; Tribolet, R.; Sigel, H. Eur. J. Biochem. 1990, 191, 721-735.
47. (b) Corfù, N. A.; Sigel, H. Eur. J. Biochem. 1991, 199, 659-669.
48. Yamauchi, O.; Odani, A.; Masuda, H.; Sigel, H. Met. Ions Biol. Syst. 1996, 32, 207-270.
49. Da Costa, C. P.; Sigel, H. Inorg. Chem. 2000, 39, 5985-5993.
50. ′GMP) = 0.3 ± 0.2 (see ref 14).
51. Tribolet, R.; Sigel, H. Eur. J. Biochem. 1987, 163, 353-363.
52. Song, B.; Oswald, G.; Bastian, M.; Sigel, H.; Lippert, B. Metal-Based Drugs 1996, 3, 131-141.
53. Song, B.; Sigel, H. Inorg. Chem. 1998, 37, 2066-2069.
54. Song, B.; Sigel, R. K. O.; Sigel, H. Chem. Eur. J. 1997, 3, 29-33.
55. Sigel, H. Eur. J. Biochem. 1968, 3, 530-537.
56. (a) Martin, R. B. Met. Ions Biol. Syst. 1986, 20, 21-65.
57. (b) Martin, R. B. In Molecular Biology and Biotechnology: Meyers, R. A., Ed.; VCH Publishers: New York; 1995; pp 83-86.
58. (c) Martin, R. B. In Encyclopedia of Molecular Biology and Molecular Medicine; Meyers, R. A., Ed.; VCH: Weinheim, 1996; Vol. 1, pp 125-134.
59. Sigel, H.; Da Costa, C. P.; Martin, R. B. Coord. Chem. Rev. 2001, 219-221, 435-461.
60. Sigel, H.; Song, B.; Zhao, J. Results to be published.
61. Kozelka, J.; Barre, G. Chem. Eur. J. 1997, 3, 1405-1409.
62. Weber, T.; Legendre, F.; Novozamsky, V.; Kozelka, J. Metal-Based Drugs 1999, 6, 5-16.
63. Bianchi, E. M.; Sajadi, S. A. A.; Song, B.; Sigel, H. Chem. Eur. J. 2003, 9, 881-892.
64. Kapinos, L. E.; Song, B.; Sigel, H. Chem. Eur. J. 1999, 5, 1794-1802.
65. Kapinos, L. E.; Holý, A.; Günter, J.; Sigel, H. Inorg. Chem. 2001, 40, 2500-2508.
66. Petrov, A. S.; Lamm, G.; Pack, G. R. J. Phys. Chem. B 2002, 106, 3294-3300.
67. Shui, X.; McFail-Isom, L.; Hu, G. G.; Williams, L. D. Biochemistry 1998, 37, 8341-8355.
68. Muñoz, J.; Gelpf, J. L.; Sole-López, M.; Subirana, J. A.; Orozco, M.; Luque, F. J. J. Phys. Chem. B 2002, 106, 8849-8857.
69. (a) Soler-López, M.; Malinina, L.; Liu, J.; Huynh-Dinh, T.; Subirana, J. A. J. Biol. Chem. 1999, 274, 23683-23686.
70. (b) Soler-López, M.; Malinina, L.; Subirana, J. A. J. Biol. Chem. 2000, 275, 23034-23044.