H-bonding interactions and control of thiolate nucleophilicity and specificity in model complexes of zinc metalloproteins

Inorganic Chemistry

Volumn 44, Issue 6, 2005, Pages 2012-2017

  Smith, Jennifer N ^b   Hoffman, Justin T ^a   Shirin, Zahida ^b   Carrano, Carl J ^a  

^a SAN DIEGO STATE UNIVERSITY   (United States)

^b Texas State University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATING AGENT; AMIDE; DEOXYRIBONUCLEOPROTEIN; METALLOPROTEIN; SULFUR; THIOL DERIVATIVE; THIOLATE; TRIMETHYLOXONIUMTETRAFLOUROBORATE; UNCLASSIFIED DRUG; ZINC DERIVATIVE; ZINC FINGER PROTEIN;

ALKYLATION; ARTICLE; BINDING SITE; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; DNA REPAIR; ESCHERICHIA COLI; HYDROGEN BOND;

BINDING SITES; CRYSTALLOGRAPHY, X-RAY; DNA REPAIR; ESCHERICHIA COLI PROTEINS; HYDROGEN BONDING; KINETICS; METALLOPROTEINS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; SULFHYDRYL COMPOUNDS; ZINC; ZINC FINGERS;

EID: 15944366485     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic048630f     Document Type: Article

References (28)

1. Lipscomb, W. N.; Straeter, N. Chem. Rev. 1996, 96, 2375.
2. Berg, J. M.; Shi, Y. Science 1996, 271, 1081.
3. Outten, C. E.; O'Halloran, T. V. Science 2001, 292, 2488.
4. (a) Matthews, R. G.; Goulding, C. W. Curr. Opin. Chem. Biol. 1997, 1, 332-339.
5. (b) Hightower, K. E.; Fierke, C. A. Curr. Opin. Chem. Biol. 1999, 3, 176-81.
6. Sun, L. J.; Yim, C. K.; Verdine, G. L. Biochemistry 2001, 40, 11596.
7. Hammes, B. S.; Warthen, C. R.; Crans, D. C.; Carrano, C. J. J. Biol. Inorg. Chem. 2000, 6, 82.
8. Brand, U.; Rombach, M.; Seebacher, J.; Vahrenkamp, H. Inorg. Chem. 2001, 40, 6151-6157.
9. Chiou, S. J.; Innocent, J.; Riordan, C. G.; Lam, K. C.; Liable-Sands, L.; Rheingold, A. L. Inorg. Chem. 2000, 39, 4347.
10. Bridgewater, B. M.; Fillebeen, T.; Friesner, R. A.; Parkin, G. J. Chem. Soc., Dalton Trans. 2000, 4494.
11. Meyers, L. C.; Verdine, G. L.; Wagner, G. Biochemistry 1993, 32, 14089.
12. Maynard, A. T.; Covell, D. G. J. Am. Chem. Soc. 2001, 123, 1047.
13. (a) Smith, J. N.; Shirin, S.; Carrano, C. J. J. Am. Chem. Soc. 2003, 125 (4), 868-869.
14. (b) For a recent summary of synthetic analogues relevant to the structure and function of zinc metalloproteins in general see: Parkin, G. Chem. Rev. 2004, 104, 699-767.
15. Docrat, A.; Morlok, M. M.; Bridgewater, B. M.; Churchill, D. G.; Parkin, G. Polyhedron 2004, 23, 481-488.
16. Chiou, S.; Riordan, C. G.; Rheingold, A. L. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 3695-3700.
17. Hammes, B. S.; Carrano, C. J. J. Chem. Soc., Dalton Trans. 2000, 3304.
18. Hammes, B. S.; Kieber-Emmons, M. T.; Latizia, J. A.; Shirin, Z.; Carrano, C. J.; Rheingold, A. L. Inorg. Chim. Acta 2003, 346, 227-238.
19. Hammes, B. S.; Carrano, C. J. Inorg. Chem. 1999, 38, 4593.
20. Uyeama, N.; Okamura, T.; Nakamura, A. J. Am. Chem. Soc. 1992, 114, 8129.
21. Ueyama, N.; Taniuchi, K.; Okamura, T.; Nakamura, A.; Maeda, H.; Emura, S. Inorg. Chem. 1996, 35, 1945.
22. Okamura, T.; Takamizawa, S.; Ueyama, N.; Nakamura, A. Inorg. Chem. 1998, 37, 18-28.
23. Huang, C.; Casey, P. J.; Fierke, C. A. J. Biol. Chem. 1997, 272, 20-23.
24. Hammes, B. S.; Carrano, C. J. Inorg. Chem. 2001, 40, 919-927.
25. Hammes, B. S.; Carrano, C. J. J. Chem. Soc., Chem Commun. 2000, 1635.
26. (a) Lin, Y.; Doetsch, V.; Winter, T.; Peariso, K.; Myers, L. C.; Penner-Hahn, J. E.; Verdine, G. L.; Wagner, G. Biochemistry 2001, 40, 4261.
27. (b) Personal communication.
28. Habezettl, J.; Myers, C. M.; Yuan, F.; Verdine, G. L.; Wagner, G. Biochemistry 1996, 35, 9335-9348.