Nickel Complexes of Cysteine- and Cystine-Containing Peptides: Spontaneous Formation of Disulfide-Bridged Dimers at Neutral pH

Inorganic Chemistry

Volumn 37, Issue 20, 1998, Pages 5358-5363

  Ross, Steven A ^a   Burrows, Cynthia J ^a  

^a UNIVERSITY OF UTAH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000538072     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic971075f     Document Type: Article

References (42)

1. Holm, R. H., Solomon, E. I., Eds. Thematic Issue-Bioinorganic Enzymology, Chem. Rev. 1996, 96 (7), 2237.
2. (a) Sigel, H.: Martin, R. B. Chem. Rev. 1982, 82, 385.
3. (b) McDonald, M. R.; Scheper, W. M.; Lee, H. D.; Margerum, D. W. Inorg. Chem. 1995. 34, 4, 229.
4. (c) Lappin, A. G.; Murray, C. K.; Margerum, D. W. Inorg. Chem. 1978, 17, 1630.
5. (d) Bossu, F. P.; Margerum, D. W. Inorg, Chem. 1977, 16, 1210.
6. (e) Bossu, F. P.; Margerum, D. W. J. Am. Chem. Soc. 1976, 98, 4003.
7. (a) Harford, C.; Sarkar, B. Acc. Chem. Res. 1997, 30, 123.
8. (b) Patel, S. U.; Sadler, P. J.; Tucker, A.; Viles, J. H. J. Am. Chem. Soc. 1993, 115, 9285.
9. (c) Sadler, P. J.; Tucker, A.; Viles, J. H. Eur. J. Biochem. 1994, 220, 193-200.
10. 2 = carboxamide C-tenninus.
11. (a) Burrows, C. J.; Perez, R. J.; Muller, J. G.; Rokita, S. E. Pure Appl. Chem. 1998, 70, 275.
12. (b) Chen, X.; Rokita, S. E.; Burrows, C. J. J. Am. Chem. Soc. 1993, 113, 5884.
13. Muller, J. G.; Hickerson, R. P.; Perez, R. J.; Burrows, C. J. J. Am. Chem. Soc. 1997, 119, 1501.
14. (a) Liang, Q.; Eason, P. D.; Long, E. C. J. Am. Chem. Soc. 1995, 117, 9625.
15. (b) Liang, Q.; Ananias, D. C.; Long, E. C. J. Am. Chem. Soc. 1998, 120, 248.
16. Brown, K. C.; Yang, S.-H.; Kodadek, T. Biochemistry 1995, 34, 4733.
17. Perez.,R. J.; Rokita, S. E.; Burrows, C. J, Submitted for publication.
18. (a) Mack, D. P.; Dervan, P. B. J. Am. Chem. Soc. 1990, 112, 4604.
19. (b) Mack, D. P.; Dervan, P. B. Biochemistry 1992, 31, 9399.
20. (a) Nagaoka, M.; Hugihara, M.; Kuwahara, J.; Sugiura, Y. J. Am. Chem. Soc. 1994, 116, 4085.
21. (b) Footer, M.; Egholm, M.; Kron, S.; Coull, J. M.; Matsudaira, P. Biochemistry 1996, 35, 10673.
22. (c) Harford, C.; Narindrasorasak, S.; Sarkar, B. Biochemisiry 1996, 35, 4271.
23. (a) Bal, W.; Djuran, M. I.; Margerum, D. W.; Gray, E. T.; Maxid, M. A.; Tom, R. T.; Nieboer, E.; Sadler, P. J. J. Chem. Soc., Chem. Commun. 1994, 1889,
24. (b) Salturai, T.; Nakahara, A. Inorg, Chim. Acta 1979, 34, L243.
25. (a) Costa, M.; Zhuang, Z.; Huang, X.; Cosentino, S.; Klein, C. B.; Salnikow, K. Sci. Total Environ. 1994, 148, 191.
26. (b) Nieboer, E.; Rossetto, F. E.; Menon, C. R. Met. Ions Biol. Syst. 1988, 23, 359.
27. (a) Fields, G. B.; Noble, R. L. Int. J. Pept. Protein Res. 1990, 35, 161.
28. (b) Jones, J. Amino Acid and Peptide Synthesis; Oxford University Press: Oxford, U.K., 1992.
29. Mitsunobu, O. Synthesis 1981, 1.
30. (a) Fujii, N.; Otaka, A.; Funakoshi, S.; Bessho, K.; Yajima, H. J. Chem. Soc., Chem. Commun, 1987, 163.
31. (b) Yajima, H.; Fujii, N.; Funakoshi, S.; Watanabe, T.; Murayama, E.; Otaka, A. Tetrahedron 1988, 44, 805.
32. Bal, W.; Luksxo, J.; Jezowska-Bojczuk, M.; Kasprzak, K. S. Chem. Res. Toxicol. 1995, 8, 683.
33. (a) Friedman, M. The Chemistry and Biochemistry of the Sulfitydryl Group in Amino Acids. Peptides and Proteins: Pergamon Press: Oxford, U.K., 1973: Chapter 3.
34. (b) Haugaard, N. Physiol. Rev. 1968, 48, 311.
35. (c) Fruton, J. S.; Clarke, H. T. J. Biol. Chem. 1934, 106, 667.
36. (a) MeCormick, B. J.; Gorin, G. Inorg. Chem. 1962. 1, 691.
37. (b) Cavallini, D.; DeMarco, C., Dupre, S.; Rotilio, G. Arch. Biochem. Biophys. 1969, 130, 354.
38. Kumar, M.; Day, R. O.; Colpas, G. J.; Maroney, M. J. J. Am. Chem. Soc. 1989, 111, 5974.
39. (a) Grapperhaus, C. A.; Darensbourg, M. Y.; Sumner, L. W.; Russell, D. H. J. Am. Chem. Soc. 1996, 118, 1791.
40. (b) Farmer, P. J.; Verpeaux, J.-N.; Amatore, C.; Darensbourg, M. Y.; Musie, G. J. Am. Chem. Soc. 1994, 116, 6, 9355.
41. (c) Maroney, M. J.; Choudhury, S. B.; Bryngekon, P. A.; Mirza, S. A.; Sherrod, M. J. Inorg. Chem. 1996, 35, 1073.
42. Peterson, D. A.; Archer, S. L.; Weir, E. K. Biochem. Biophys. Res. Commun, 1994, 200, 1586.