Autoxidation of thiol-containing amino acid to its disulfide derivative that links two copper(II) centers: The important role of auxiliary ligand

Chemical Communications

Volumn 46, Issue 11, 2010, Pages 1962-1964

  Seko, Hiroyuki ^a   Tsuge, Kiyoshi ^a   Igashira Kamiyama, Asako ^a   Kawamoto, Tatsuya ^b   Konno, Takumi ^a  

^a OSAKA UNIVERSITY   (Japan)

^b KANAGAWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2,2' BIPYRIDINE; AMINO ACID; COPPER COMPLEX; CUPRIC ION; CYSTEINE; DISULFIDE; PENICILLAMINE; THIOL;

AQUEOUS SOLUTION; ARTICLE; AUTOOXIDATION; CIRCULAR DICHROISM; OXIDATION REDUCTION REACTION; REACTION ANALYSIS;

EID: 77949393653     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b913989c     Document Type: Article

References (29)

1. (a) C. Belle, W. Rammal and J.-L. Pierre, J. Inorg. Biochem., 2005, 99, 1929-1936;
2. (b) W. B. Tolman, JBIC, J. Biol. Inorg. Chem., 2006, 11, 261-271, and references therein.
3. (a) R. P. Houser, J. A. Halfen, V. G. Young Jr, N. J. W. Blackburn and B. Tolman, J. Am. Chem. Soc., 1995, 117, 10745-10746;
4. (b) N. D. J. Branscombe, A. J. Blake, A. Marin-Becerra, W.-S. Li, S. Parsons, L. Ruiz-Ramirez and M. Schröder, Chem. Commun., 1996, 2573-2525;
5. (c) S. Mandal, G. Das, R. Singh, R. Shukla and P. K. Bharadwaj, Coord. Chem. Rev., 1997, 160, 191-235.
6. (a) Y. Ueno, Y. Tachi and S. Itoh, J. Am. Chem. Soc., 2002, 124, 12428-12429;
7. (b) T. Osako, Y. Ueno, Y. Tachi and S. Itoh, Inorg. Chem., 2003, 42, 8087-8097.
8. (a) Y. Agnus, R. Louis and R. Weiss, J. Chem. Soc., Chem. Commun., 1980, 867-869;
9. (b) R. P. Houser andW.B.Tolman, Inorg. Chem., 1995, 34, 1632-1633;
10. (c) R. P. Houser, V. G. Young Jr and W. B. Tolman, J. Am. Chem. Soc., 1996, 118, 2101-2102;
11. (d) M. L. Miller, S. A. Ibrahim, M. L. Golden and M. Y. Darensbourg, Inorg. Chem., 2003, 42, 2999-3007;
12. (e) T. Kawamoto, M. Nishiwaki, M. Nishijima, K. Nozaki, A. Igashira-Kamiyama and T. Konno, Chem.-Eur. J., 2008, 14, 9842-9845.
13. R. T. Stibrany, R. Fikar, M. Brader, M. N. Potenza, J. A. Potenza and H. J. Schugar, Inorg. Chem., 2002, 41, 5203-5215.
14. (a) I.M. Klotz,G. H. Czerlinski and H. A. Fiess, J. Am. Chem. Soc., 1958, 80, 2920-2923;
15. (b) W. K. Musker and C. H. Neagley, Inorg. Chem., 1975, 14, 1728-1732;
16. (c) W. L. Kwik,K. P.Ang and P.C.Lau, J. Chem. Soc., Dalton Trans., 1983, 2269-2272;
17. (d) G. D. Stevens and R. A. Holwerda, Inorg. Chem., 1984, 23, 2777-2780;
18. (e) H. K. Baek, R. L.Cooper and R. A. Holwerda, Inorg. Chem., 1985, 24, 1077-1081;
19. (f) C. H. Anderson and R. A. Holwerda, J. Inorg. Biochem., 1984, 23, 29-41;
20. (g) G. Hefter, P. M. May and P. Sipos, J. Chem. Soc., Chem. Commun., 1993, 1704-1706;
21. (h) A. Hanaki, T. Ozawa, Y. Funahashi and A. Odani, Bull. Chem. Soc. Jpn., 2004, 77, 699-707.
22. (a) H. J. Schugar, C. Ou, J. A. Thich, J. A. Potenza, R. A. Lalancette and W. Furey Jr, J. Am. Chem. Soc., 1976, 98, 3047-3048;
23. (b) P. J.M.W. Birker and H. C. Freeman, J. Am. Chem. Soc., 1977, 99, 6890-6899.
24. (a) J. A. Thich, D. Mastropaolo, J. Potenza and H. J. Schugar, J. Am. Chem. Soc., 1974, 96, 726-731;
25. (b) A. Igashira-Kamiyama, J. Fujioka, S.Mitsunaga, M. Nakano, T. Kawamoto and T. Konno, Chem.-Eur. J., 2008, 14, 9512-9515.
26. (a) N. Nakamura, T. Kohzuma, H. Kuma and S. Suzuki, J. Am. Chem. Soc., 1992, 114, 6550-6552;
27. (b) T. Sugimori, H. Masuda, N. Ohata, K. Koiwai, A. Odani and O. Yamauchi, Inorg. Chem., 1997, 36, 576-583;
28. (c) F. Zhang, T. Yajima, H. Masuda, A. Odani and O. Yamauchi, Inorg. Chem., 1997, 36, 5777-5784;
29. (d) P. S. Subramanian, E. Suresh, P. Dastidar, S. Waghmode and D. Srinivas, Inorg. Chem., 2001, 40, 4291-4301.