Analysis of homotropic and heterotropic cooperativity of diazepam oxidation by CYP3A4 using site-directed mutagenesis and kinetic modeling

Archives of Biochemistry and Biophysics

Volumn 409, Issue 1, 2003, Pages 92-101

  He, You Ai ^a   Roussel, Fabienne ^a,b   Halpert, James R ^a  

^a University of Texas Medical Branch School of Medicine   (United States)

^b GLAXOSMITHKLINE   (United States)

Author keywords

CYP3A4; Cytochrome P450 3A4; Diazepam; Homotropic and heterotropic cooperativity; Kinetics; Sigmoidal and hyperbolic curves; Site directed mutagenesis; Testosterone

Indexed keywords

CYTOCHROME P450 3A4; DIAZEPAM; NORDAZEPAM; TEMAZEPAM; TESTOSTERONE;

ARTICLE; BINDING AFFINITY; BINDING SITE; CATALYSIS; DRUG METABOLISM; DRUG OXIDATION; DRUG PROTEIN BINDING; ENZYME ACTIVATION; ENZYME ACTIVE SITE; ENZYME SUBSTRATE COMPLEX; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MICHAELIS CONSTANT; PRIORITY JOURNAL; SITE DIRECTED MUTAGENESIS; STEREOCHEMISTRY;

BINDING SITES; CATALYSIS; CATALYTIC DOMAIN; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYTOCHROME P-450 ENZYME SYSTEM; DIAZEPAM; DOSE-RESPONSE RELATIONSHIP, DRUG; ESCHERICHIA COLI; GABA MODULATORS; HISTIDINE; HUMANS; KINETICS; MODELS, CHEMICAL; MUTAGENESIS, SITE-DIRECTED; MUTATION; OXYGEN; PLASMIDS; PROTEIN BINDING; RECOMBINANT PROTEINS; SUBSTRATE SPECIFICITY;

EID: 0037229515     PISSN: 00039861     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0003-9861(02)00484-8     Document Type: Article

References (27)

1. F.P. Guengerich, in: P.R. Oritz de Montellano (Ed.), Cytochrome P450: Structure, Mechanism, and Biochemistry, Plenum Press, New York, 1995, pp. 473-535.
2. W.E. Evans, M.V. Relling, Science 286 (1999) 487-491.
3. A.P. Li, D.L. Kaminski, A. Rasmussen, Toxicology 104 (1995) 1-8.
4. G.E. Schwab, J.L. Raucy, E.F. Johnson, Mol. Pharmacol. 33 (1988) 493-499.
5. J.M. Lasker, M.T. Huang, A.H. Conney, J. Pharmacol. Exp. Ther. 229 (1984) 162-170.
6. K.R. Korzekwa, N. Krishnamachary, M. Shou, A. Ogai, R.A. Parise, A.E. Rettie, F.J. Gonzalez, T.S. Tracy, Biochemistry 37 (1998) 4137-4147.
7. M. Shou, Q. Mei, M.W. Ettore Jr., R. Dai, T.A. Baillie, T.H. Rushmore, Biochem. J. 340 (1999) 845-853.
8. K.E. Kenworthy, S.E. Clarke, J. Andrews, J.B. Houston, Drug. Metab. Dispos. 29 (2001) 1644-1651.
9. G.R. Harlow, J.R. Halpert, Proc. Natl. Acad. Sci. USA 95 (1998) 6636-6641.
10. T.L. Domanski, Y.A. He, G.R. Harlow, J.R. Halpert, J. Pharmacol. Exp. Ther. 293 (2000) 585-591.
11. N.A. Hosea, G.P. Miller, F.P. Guengerich, Biochemistry 39 (2000) 5929-5939.
12. A.P. Koley, J.T. Buters, R.C. Robinson, A. Markowitz, F.K. Friedman, J. Biol. Chem. 272 (1997) 3149-3152.
13. W.M. Atkins, R.W. Wang, Y.H. Lu, Chem. Res. Toxicol. 14 (2001) 338-347.
14. T.L. Domanski, J.R. Halpert, Curr. Drug Metab. 2 (2001) 117-137.
15. K.K. Khan, Y.Q. He, T.L. Domanski, J.R. Halpert, Mol. Pharmacol. 61 (2002) 495-506.
16. P.A. Williams, J. Cosme, V. Sridhar, E.F. Johnson, D.E. McRee, Mol. Cell 5 (2000) 121-131.
17. T.L. Domanski, J. Liu, G.R. Harlow, J.R. Halpert, Arch. Biochem. Biophys. 350 (1998) 223-232.
18. J.C. Stevens, T.L. Domanski, G.R. Harlow, R.B. White, E. Orton, J.R. Halpert, J. Pharmacol. Exp. Ther. 290 (1999) 594-602.
19. T.L. Domanski, Y.A. He, K.K. Khan, F. Roussel, Q. Wang, J.R. Halpert, Biochemistry 40 (2001) 10150-10160.
20. J. Cupp-Vickery, R. Anderson, Z. Hatziris, Proc. Natl. Acad. Sci. USA 97 (2000) 3050-3055.
21. T. Andersson, J.O. Miners, M.E. Veronese, D.J. Birkett, Br. J. Clin. Pharmacol. 38 (1994) 131-137.
22. S.M. Fowler, R.J. Riley, M.P. Pritchard, M.J. Sutcliffe, T. Friedberg, C.R. Wolf, Biochemistry 39 (2000) 4406-4414.
23. I.H. Segel, Enzyme kinetics: Behavior and analysis of rapid equilibrium and steady-state enzyme system, Wiley & Sons, New York, 1975.
24. J. Mäenpää, S.D. Hall, B.J. Ring, S.C. Strom, S.A. Wrighton, Pharmacogenetics 8 (1998) 137-155.
25. M.L. Schrag, L.C. Wienkers, Drug Metab. Dispos. 28 (2000) 1198-1201.
26. R. Eiselt, T.L. Domanski, A. Zibat, R. Mueller, E. Presecan-Siedel, E. Hustert, U.M. Zanger, J. Brockmoller, H.P. Klenk, U.A. Meyer, K.K. Khan, Y.A. He, J.R. Halpert, L. Wojnowski, Pharmacogenetics 11 (2001) 447-458.
27. M. Shou, J. Grogan, J.A. Mancewicz, K.W. Krause, F.J. Gonzalez, H.V. Gelboin, K.R. Korzekwa, Biochemistry 33 (1994) 6450-6455.