Characterization of the transition state for the hydride transfer in a model of the flavoprotein reductase class of enzymes

Bioorganic Chemistry

Volumn 24, Issue 1, 1996, Pages 69-80

  Mestres, J ^a   Duran, M ^a   Bertran J ^b  

^a UNIVERSITY OF GIRONA   (Spain)

^b UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

FLAVOPROTEIN; OXIDOREDUCTASE;

ARTICLE; ENZYME ACTIVITY; ENZYME MECHANISM; ENZYME STRUCTURE; PRIORITY JOURNAL; THEORY;

EID: 0029962254     PISSN: 00452068     EISSN: None     Source Type: Journal    
DOI: 10.1006/bioo.1996.0008     Document Type: Article

References (52)

1. SCHULZ, G. E., SCHIRMER, R. H., SACHSENHEIMER, W., AND PAI, E. F. (1978) Nature 273, 120.
2. THIEME, R., PAI, E. F., SCHIRMER, R. H., AND SCHULZ, G. E. (1981) J. Mol. Biol. 152, 768.
3. PAI, E. F., AND SCHULZ, G. E. (1983) J. Biol. Chem. 258, 1752.
4. KARPLUS, P. A., AND SCHULZ, G. E. (1987) J. Mol. Biol. 195, 701.
5. WILLIAMS, C. H., JR. (1976) in The Enzymes (Boyer, P. D., Ed.), 3rd ed., Vol. 3, p. 89, Academic Press, New York.
6. LOHRER, H., AND KRAUTH-SIEGEL, R. L. (1990) Eur. J. Biochem. 194, 863.
7. MATTEVI, A., SCHIERBEECK, A. J., AND HOL, W. G. J. (1991) J. Mol. Biol. 220, 975.
8. HOLMGREN A. (1980) Experientia (Basel) Suppl. 36, 149.
9. KURIYAN, J., KRISHNA, T. S. R., WONG, L., GUENTHER, B., PAHLER, A., WILLIAMS, C. H. JR., AND MODEL, P. (1991) Nature 352, 172.
10. YANAGAWA, H. (1979) Methods Enzymol. 62, 172.
11. SHAMES, S. L., FAIRLAMB, A. H., CERAMI, A., AND WALSH, C. T. (1986) Biochemistry 25, 3519.
12. KRAUTH-SIEGEL, R. L., ANDERS, B., HENDERSON, G. B., FAIRLAMB, A. H., AND SCHIRMER, R. H. (1987) Eur. J. Biochem. 164, 123.
13. KURIYAN, J., KONG, X.-P., KRISHNA, T. S. R., SWEET, R. M., MURGOLO, N. J., FIELD, H., CERAMI, A., AND HENDERSON, G. B. (1991) Proc. Natl. Acad. Sci. USA 88, 8764.
14. BAILEY, S., FAIRLAMB, A. H., AND HUNTER, W. N. (1994) Acta Cryts. B50, 139.
15. FOX, B. S., AND WALSH, C. T. (1983) Biochemistry 22, 4082.
16. International Union of Biochemistry (1984) Enzyme Nomenclature, Academic Press, New York.
17. WILLIAMS, C. H., JR., THORPE, C., AND ARSCOTT, L. D. (1978) in Mechanisms of Oxidizing Enzymes (Singer, T. P., and Ondarza, R. N., Eds.), pp. 3-16, Elsevier North-Holland, New York.
18. WILLIAMS, C. H., JR., ARSCOTT, L. D., AND SCHULZ, G. E. (1982) Proc. Natl. Acad. Sci. U.S.A. 79, 2199.
19. FOX, B. S., AND WALSH, C. T. (1982) J. Biol. Chem. 257, 2498.
20. BRUICE, T. C. (1976) Prog. Bioorg. Chem. 4, 1.
21. MESTRES, J., LLEDÓS, A., DURAN, M., AND BERTRAN, J. (1992) J. Mol. Struct. (Theochem) 260, 259.
22. MESTRES, J., DURAN, M., AND BERTRAN, J. (1994) Theor. Chim. Acta 88, 325.
23. BUNTING, J. W. (1991) Bioorg. Chem. 19, 456.
24. SHAIK, S. S. (1981) J. Am. Chem. Soc. 103, 3692.
25. PROSS, A., AND SHAIK, S. S. (1983) Acc. Chem. Res. 16, 363.
26. PROSS, A. (1985) Acc. Chem. Res. 18, 212.
27. SUELTER, G. H., AND METZLER, D. B. (1960) Biochim. Biophys. Acta 44, 23.
28. BRUICE, T. C., MAIN, L., SMITH, S., AND BRUICE, P. Y. (1971) J. Am. Chem. Soc. 93, 7327.
29. BLANKENHORN, G. (1976) Eur. J. Biochem. 67, 67.
30. POWELL, M. F., AND BRUICE, T. C. (1983) J. Am. Chem. Soc. 105, 1014.
31. MANSTEIN, D. J., PAI, E. F., SCHOPFER, L. M., AND MASSEY, V. (1986) Biochemistry 25, 6807.
32. VANONI, M. A., WONG, K. K., BALLOU, D. P., AND BLANCHARD, J. S. (1990) Biochemistry 29, 5790.
33. SWEET, W. L., AND BLANCHARD, J. S. (1991) Biochemistry 30, 8702.
34. DEWAR, M. J. S., ZOEBISCH, E. G., HEALY, E. F., AND STEWART, J. J. P. (1985) J. Am. Chem. Soc. 107, 3902.
35. STEWART, J. J. P. (1989) J. Comp. Chem. 10, 209.
36. GONZÁLEZ, C., AND SCHLEGEL, H. B. (1989) J. Phys. Chem. 90, 2154.
37. GONZÁLEZ, C., AND SCHLEGEL, H. B. (1990) J. Phys. Chem. 94, 5523.
38. FRISCH et al. (1992) Gaussian 92, Revision A, Frisch, M. J.: Trucks, G. W.; Head-Gordon, M.; Gill, P. M. W.; Wong, M. W.; Foresman, J. B.; Johnson, B. G.; Schlegel, H. B.; Robb, M. A.; Replogle, E. S.; Gomperts, R.; Andres, J. L.; Raghavachari, K.; Binkley, J. S.; Gonzalez, C.; Martin, R. L.; Fox, D. J.; Defrees, D. J.; Baker, J.; Stewart, J. J. P.; Pople, J. A. Gaussian, Inc., Pittsburgh, PA.
39. MESTRES, J. (1994) Electra: An Electronic Analysis Program, J. IQC-UdG, Girona CAT.
40. KOSOWER, E. M. (1966) in Flavins and Flavoproteins (Slater, E. C., Ed.), pp. 1-14, Elsevier, Amsterdam.
41. MASSEY, V., AND GHISLA, S. (1974) Ann. N. Y. Acad. Sci. 227, 446.
42. SUSTMANN, R., SICKING, W., AND SCHULZ, G. E. (1989) Angew. Chem. Int. Ed. Engl. 28, 1023.
43. MOORE, M. J., DISTEFANO, M. D., ZYDOWSKY, L. D., CUMMINGS, R. T., AND WALSH, C. T. (1990) Acc. Chem. Res. 23, 301.
44. SCHULZ, G. E., SCHIRMER, R. H., AND PAI, E. F. (1982) J. Mol. Biol. 160, 287.
45. TAPIA, O., CARDENAS, R., ANDRÉS, J., AND COLONNA-CESARI, F. (1988) J. Am. Chem. Soc. 110, 4046.
46. RITTER VON ONCIUL, A., AND CLARK, T. (1993) J. Comp. Chem. 14, 392.
47. TAPIA, O., ANDRÉS, J., AND CARDENAS, R. (1992) Chem. Phys. Lett. 189, 395.
48. ANDRÉS, J., MOLINER, V., KRECHL, J., AND SILLA, E. (1993) Bioorg. Chem. 21, 260.
49. ANDRÉS, J., MOLINER, V., AND SAFONT, V. S. (1994) J. Chem. Soc. Faraday Trans. 90, 1703.
50. CUMMINS, P. L., AND GREADY, J. E. (1990) J. Comp. Chem. 11, 791.
51. MESTRES, J., DURAN, M., AND BERTRÁN, J., submitted for publication.
52. BADER, R. F. W., (1991) Chem. Rev. 91, 893.