The ferrous-dioxygen intermediate in human cytochrome P450 3A4: Substrate dependence of formation and decay kinetics

Journal of Biological Chemistry

Volumn 281, Issue 33, 2006, Pages 23313-23318

  Denisov, Ilia G ^a   Grinkova, Yelena V ^a   Baas, Bradley J ^a   Sligar, Stephen G ^a,b  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

^b UNIVERSITY OF ILLINOIS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL MEMBRANES; CATALYST ACTIVITY; COMPLEXATION; DECAY (ORGANIC); GROWTH KINETICS; REACTION KINETICS; SUBSTRATES;

CYTOTOXIC SUPEROXIDES; FERROUS DIOXYGEN; HUMAN CYTOCHROMES; OXY COMPLEXS;

IRON COMPOUNDS;

BROMOCRIPTINE; CYTOCHROME P450 3A4; FERROUS SULFATE; HEMOPROTEIN; OXYGEN; PEROXIDE; SUPEROXIDE; TESTOSTERONE;

ARTICLE; AUTOOXIDATION; CATALYST; CONTROLLED STUDY; CYTOTOXICITY; FLOW MEASUREMENT; HUMAN; KINETICS; OXYGEN SATURATION; PRIORITY JOURNAL; PROTEIN FUNCTION; SPECTROSCOPY;

BINDING SITES; CATALYSIS; CYTOCHROME P-450 ENZYME SYSTEM; FERROUS COMPOUNDS; HUMANS; KINETICS; LIPID BILAYERS; NANOSTRUCTURES; OXYGEN; PHOSPHOLIPIDS; SUBSTRATE SPECIFICITY;

EID: 33747736671     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M605511200     Document Type: Article

References (64)

1. Guengerich, F. P. (2005) in Cytochrome P450: Structure, Mechanism, and Biochemistry (Ortiz de Montellano, P. R., ed) 3rd Ed., pp. 377-530, Kluwer Academic Publishers/Plenum Publishing Corp., New York
2. Guengerich, F. P., and Johnson, W. W. (1997) Biochemistry 36, 14741-14750
3. Hosea, N. A., and Guengerich, F. P. (1998) Arch. Biochem. Biophys. 353, 365-373
4. Puntarulo, S., and Cederbaum, A. I. (1998) Free Radic. Biol. Med. 24, 1324-1330
5. Kenworthy, K. E., Clarke, S. E., Andrews, J., and Houston, J. B. (2001) Drug Metab. Dispos. 29, 1644-1651
6. Yamazaki, H., Ueng, Y. F., Shimada, T., and Guengerich, F. P. (1995) Biochemistry 34, 8380-8389
7. Dabrowski, M. J., Schrag, M. L., Wienkers, L. C., and Atkins, W. M. (2002) J. Am. Chem. Soc. 124, 11866-11867
8. Davydov, D. R., Halpert, J. R., Renaud, J.-P., and Hui Bon Hoa, G. (2003) Biochem. Biophys. Res. Commun. 312, 121-130
9. Williams, P. A., Cosme, J., Vinkovic, D. M., Ward, A., Angove, H. C., Day, P. J., Vonrhein, C., Tickle, I. J., and Jhoti, H. (2004) Science 305, 683-686
10. Yano, J. K., Wester, M. R., Schoch, G. A., Griffin, K. J., Stout, C. D., and Johnson, E. F. (2004) J. Biol. Chem. 279, 38091-38094
11. Makris, T. M., Davydov, R., Denisov, I. G., Hoffman, B. M., and Sligar, S. G. (2002) Drug Metab. Rev. 34, 691-708
12. Denisov, I. G., Makris, T. M., Sligar, S. G., and Schlichting, I. (2005) Chem. Rev. 105, 2253-2278
13. Fisher, M. T., and Sligar, S. G. (1987) Biochemistry 26, 4797-4803
14. Loida, P. J., and Sligar, S. G. (1993) Biochemistry 32, 11530-11538
15. Peterson, J. A., Ishimura, Y., and Griffin, B. W. (1972) Arch. Biochem. Biophys. 149, 197-208
16. Lipscomb, J. D., Sligar, S. G., Namtvedt, M. J., and Gunsalus, I. C. (1976) J. Biol. Chem. 251, 1116-1124
17. Oprian, D. D., Gorsky, L. D., and Coon, M. J. (1983) J. Biol. Chem. 258, 8684-8691
18. Guengerich, F. P. (2002) Biol. Chem. 383, 1553-1564
19. Gillam, E. M. J., Baba, T., Kim, B. R., Ohmori, S., and Guengerich, F. P. (1993) Arch. Biochem. Biophys. 305, 123-131
20. Domanski, T. L., Liu, J., Harlow, G. R., and Halpert, J. R. (1998) Arch. Biochem. Biophys. 350, 223-232
21. Baas, B. J., Denisov, I. G., and Sligar, S. G. (2004) Arch. Biochem. Biophys. 430, 218-228
22. Bayburt, T. H., Grinkova, Y. V., and Sligar, S. G. (2002) Nano Lett. 2, 853-856
23. Bayburt, T. H., and Sligar, S. G. (2002) Proc. Natl. Acad. Sci. U. S. A. 99, 6725-6730
24. Bayburt, T. H., and Sligar, S. G. (2003) Protein Sci. 12, 2476-2481
25. Duan, H., Civjan, N. R., Sligar, S. G., and Schuler, M. A. (2004) Arch. Biochem. Biophys. 424, 141-153
26. Denisov, I. G., Grinkova, Y. V., Lazarides, A. A., and Sligar, S. G. (2004) J. Am. Chem. Soc. 126, 3477-3487
27. Davydov, D. R., Fernando, H., Baas, B. J., Sligar, S. G., and Halpert, J. R. (2005) Biochemistry 44, 13902-13913
28. McKenna, C. E., Gutheil, W. G., and Song, W. (1991) Biochim. Biophys. Acta 1075, 109-117
29. Henry, E. R. (1997) Biophys. J. 72, 652-673
30. Dawson, J. H., Kau, L. S., Penner-Hahn, J. E., Sono, M., Eble, K. S., Bruce, G. S., Hager, L. P., and Hodgson, K. O. (1986) J. Am. Chem. Soc. 108, 8114-8116
31. Sono, M., Eble, K. S., Dawson, J. H., and Hager, L. P. (1985) J. Biol. Chem. 260, 15530-15535
32. Bangcharoenpaurpong, O., Rizos, A. K., Champion, P. M., Jollie, D., and Sligar, S. G. (1986) J. Biol. Chem. 261, 8089-8092
33. Shiro, Y., Makino, R., Sato, F., Oyanagi, H., Matsushita, T., Ishimura, Y., and Iizuka, T. (1991) Biochim. Biophys. Acta 1115, 101-107
34. Schlichting, I., Berendzen, J., Chu, K., Stock, A. M., Maves, S. A., Benson, D. E., Sweet, R. M., Ringe, D., Petsko, G. A., and Sligar, G. (2000) Science 287, 1615-1622
35. Eisenstein, L., Debey, P., and Douzou, P. (1977) Biochem. Biophys. Res. Commun. 77, 1377-1383
36. Bonfils, C., Debey, P., and Maurel, P. (1979) Biochem. Biophys. Res. Commun. 88, 1301-1307
37. Berka, V., Yeh, H. C., Gao, D., Kiran, F., and Tsai, A. L. (2004) Biochemistry 43, 13137-13148
38. Wei, C. C., Wang, Z. Q., Durra, D., Hemann, C., Hille, R., Garcin, E. D., Getzoff, E. D., and Stuehr, D. J. (2005) J. Biol. Chem. 280, 8929-8935
39. Sudhamsu, J., and Crane, B. R. (2006) J. Biol. Chem. 281, 9623-9632
40. Brantley, R. E., Jr., Smerdon, S. J., Wilkinson, A. J., Singleton, E. W., and Olson, J. S. (1993) J. Biol. Chem. 268, 6995-7010
41. Springer, B. A., Sligar, S. G., Olson, J. S., and Phillips, G. N., Jr. (1994) Chem. Rev. 94, 699-714
42. Shikama, K. (1998) Chem. Rev. 98, 1357-1374
43. Shikama, K. (1990) Biol. Rev. Camb. Philos. Soc. 65, 517-527
44. Shikama, K. (2006) Prog. Biophys. Mol. Biol. 91, 83-162
45. Isin, E. M., and Guengerich, F. P. (2006) J. Biol. Chem. 281, 9127-9136
46. Franke, A., Stochel, G., Jung, C., and Van Eldik, R. (2004) J. Am. Chem. Soc. 126, 4181-4191
47. Hume, R., Kelly, R. W., Taylor, P. L., and Boyd, G. S. (1984) Eur. J. Biochem. 140, 583-591
48. Tuckey, R. C., and Kamin, H. (1982) J. Biol. Chem. 257, 9309-9314
49. Sevrioukova, I. F., and Peterson, J. A. (1995) Arch. Biochem. Biophys. 317, 397-404
50. Ost, T. W., Clark, J., Mowat, C. G., Miles, C. S., Walkinshaw, M. D., Reid, G. A., Chapman, S. K., and Daff, S. (2003) J. Am. Chem. Soc. 125, 15010-15020
51. Clark, J. P., Miles, C. S., Mowat, C. G., Walkinshaw, M. D., Reid, G. A., Daff, S. N., and Chapman, S. K. (2006) J. Inorg. Biochem. 100, 1075-1090
52. Zangar, R. C., Davydov, D. R., and Verma, S. (2004) Toxicol. Appl. Pharmacol. 199, 316-331
53. Ullrich, V., and Kuthan, H. (1980) Dev. Biochem. 13, 267-272
54. Sligar, S. G. (1976) Biochemistry 15, 5399-5406
55. Daiber, A., Schoneich, C., Schmidt, P., Jung, C., and Ullrich, V. (2000) J. Inorg. Biochem. 81, 213-220
56. Hosea, N. A., Miller, G. P., and Guengerich, F. P. (2000) Biochemistry 39, 5929-5939
57. Shaw, P. M., Hosea, N. A., Thompson, D. V., Lenius, J. M., and Guengerich, F. P. (1997) Arch. Biochem. Biophys. 348, 107-115
58. Ueng, Y.-F., Kuwabara, T., Chun, Y.-J., and Guengerich, F. P. (1997) Biochemistry 36, 370-381
59. Imai, M., Shimada, H., Watanabe, Y., Matsushima-Hibiya, Y., Makino, R., Koga, H., Horiuchi, T., and Ishimura, Y. (1989) Proc. Natl. Acad. Sci. U. S. A. 86, 7823-7827
60. Denisov, I. G., Hung, S.-C., Weiss, K. E., McLean, M. A., Shiro, Y., Park, S.-Y., Champion, P. M., and Sligar, S. G. (2001) J. Inorg. Biochem. 87, 215-226
61. Zhao, B., Guengerich, F. P., Voehler, M., and Waterman, M. R. (2005) J. Biol. Chem. 280, 42188-42197
62. Ishigooka, M., Shimizu, T., Hiroya, K., and Hatano, M. (1992) Biochemistry 31, 1528-1531
63. Yun, C.-H., Kim, K.-H., Calcutt, M. W., and Guengerich, F. P. (2005) J. Biol. Chem. 280, 12279-12291
64. Zhang, H., Myshkin, E., and Waskell, L. (2005) Biochem. Biophys. Res. Commun. 338, 499-506