Sigmoidal kinetic model for two co-operative substrate-binding sites in a cytochrome P450 3A4 active site: An example of the metabolism of diazepam and its derivatives

Biochemical Journal

Volumn 340, Issue 3, 1999, Pages 845-853

  Shou, Magang ^a   Mei, Qin ^a   Ettore Jr , Michael W ^a   Dai, Renke ^b   Baillie, Thomas A ^a   Rushmore, Thomas H ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

^b NATIONAL CANCER INSTITUTE   (United States)

Author keywords

cDNA expression; Drug interaction; Drug metabolism; Enzyme kinetics; Monoclonal antibody

Indexed keywords

CYTOCHROME P450 ISOENZYME; DIAZEPAM; DIAZEPAM DERIVATIVE; NORDAZEPAM; TEMAZEPAM;

ADULT; ARTICLE; BINDING AFFINITY; DRUG METABOLISM; ENZYME ACTIVE SITE; ENZYME SUBSTRATE COMPLEX; FEMALE; HUMAN; HUMAN TISSUE; MALE; MICHAELIS MENTEN KINETICS; MOLECULE; NORMAL HUMAN; PHARMACODYNAMICS; PRIORITY JOURNAL; XENOBIOTIC METABOLISM;

ADULT; ALLOSTERIC REGULATION; ALLOSTERIC SITE; ANTIBODIES, MONOCLONAL; CATALYSIS; CELL LINE; CYTOCHROME P-450 ENZYME SYSTEM; DIAZEPAM; DOSE-RESPONSE RELATIONSHIP, DRUG; FEMALE; HUMANS; KINETICS; MALE; MICROSOMES, LIVER; MIDDLE AGED; MIXED FUNCTION OXYGENASES; MODELS, CHEMICAL; NORDAZEPAM; OXIDATION-REDUCTION; TEMAZEPAM;

EID: 0033564235     PISSN: 02646021     EISSN: None     Source Type: Journal    
DOI: 10.1042/0264-6021:3400845     Document Type: Article

References (34)

1. Gonzalez, F. J. (1989) Pharmacol. Rev. 40, 243-288
2. Guengerich, F. P. (1990) Crit. Rev. Biochem. Mol. Biol. 25, 97-153
3. Guengerich, F. J., Gillam, E. M. J., Martin, M. V., Baba, T., Kim, B. R., Raney, K. D. and Yun, C. H. (1988) in Assessment of the Use of Single Cytochrome P450 Enzymes in Drug Research (Waterman, M. R. and Hildebrand, M., eds.), pp. 161-186, Springer, Berlin
4. Gonzalez, F. J. and Gelboin, H. V. (1994) Drug Metab. Rev. 26, 165-183
5. Ueng, Y. F., Kuwabara, T., Chun, Y. J. and Guengerich, F. P. (1997) Biochemistry 36, 370-381
6. Schwab, G. E., Raucy, J. L. and Johnson, E. F. (1998) Mol. Pharmacol. 33, 493-499
7. Harlow, G. R. and Halpert, J. R. (1998) Proc. Natl. Acad Sci. U.S.A. 95, 6636-6641
8. Kerr, B. M., Thummel, K. E., Wurden, C. J., Klein, S. M., Kroetz, D. L., Gonzalez F. J. and Levy, R. H. (1994) Biochem. Pharmacol. 47, 1969-1979
9. Korzekwa, K. R., Krishnamachary, N., Shou, M., Ogai, A., Parise, R. A., Rettie, A. E., Gonzalez, F. J. and Tracy, T. S. (1998) Biochemistry 37, 4137-4147
10. Schmider, J., Greenblatt, D. J., von-Moltke, L. L., Harmatz, J. S. and Shader, R. I. (1955) J. Pharmacol. Exp. Ther. 275, 592-597
11. Atkinson, D. E., Hathaway, J. A. and Smith, E. C. (1965) J. Biol. Chem. 240, 2682-2693
12. Andersson, T., Miners, J. O., Veronese, M. E. and Birkett, D. J. (1994) Br. J. Clin. Pharmacol. 38, 131-137
13. Zomorodi, K., Carlile, D. J. and Houston, J. B. (1995) Xenobiotica 25, 907-916
14. Shou, M., Grogan, J., Mancewicz, J. A., Krausz, K. W., Gonzalez, F. J., Gelboin, H. V. and Korzekwa, K. R. (1994) Biochemistry 33, 6450-6455
15. Bertilsson, L., Baillie, T. A. and Reviriego, J. (1990) Pharmacol. Ther. 45, 85-91
16. Hooper, W. D., Watt, J. A., McKinnon, G. E. and Reilly, P. E. (1992) Eur. J. Drug Metab. Pharmacokinet. 17, 51-59
17. Yang, T. J., Shou, M., Korzekwa, K. R., Gonzalez, F. J., Gelboin, H. V. and Yang, S. K. (1998) Biochem. Pharmacol. 55, 889-896
18. Jung, F., Richardson, T. H., Raucy, J. L. and Johnson, E. F. (1997) Drug Metab. Dispos. 25, 133-139
19. Neville, C. F., Ninomiya, S., Shimada, N., Kamataki, T., Imaoka, S. and Funae, Y. (1993) Biochem. Pharmacol. 45, 59-65
20. Ono, S., Hatanaka, T., Miyazawa, S., Tsutsui, M., Aoyama, T., Gonzalez, F. J. and Satoh, T. (1996) Xenobiotica 26, 1155-1166
21. Reilly, P. E., Thompson, D. A., Mason, S. R. and Hooper, W. D. (1990) Mol. Pharmacol. 37, 767-774
22. Gelboin, H. V., Krausz, K. W., Goldfarb, I., Buters, J. T. M., Yang, S. K., Gonzalez, F. J., Korzekwa, K. R. and Shou, M. (1995) Biochem. Pharmacol. 55, 1841-1850
23. Gonzalez, F. J., Schmid, B. J., Umeno, M., McBride, O. W., Hardwick, J. P., Meyer, U. A., Gelboin, H. V. and Idle, J. R. (1988) DNA 7, 79-86
24. Yamano, S., Aoyama, T., McBride, O. W., Hardwick, J. P., Gelboin, H. V. and Gonzalez, F. J. (1989) Mol. Pharmacol. 36, 83-88
25. Omura, T. and Sato, R. (1964) J. Biol. Chem. 239, 2370-2379
26. Wang, P. P., Beaune, P., Kaminsky, L. S., Dannan, G. A., Kadlubar, F. F., Larrey, D. and Guengerich, F. P. (1983) Biochemistry 22, 5375-5383
27. Marquardt, D. W. (1963) J. Soc. Indust. Appl. Math. 11, 431-441
28. Swanson, B. A., Dutton, D. R., Lunetta, J. M., Yang, C. S. and Ortiz de Montellano, P. R. (1991) J. Biol. Chem. 266, 19258-19310
29. Lewis, D. F. V. (1996) in Cytochromes P450: Metabolic and Toxicological Aspects (Ioannides, C., ed.), pp. 355-398, CRC Press, Boca Raton
30. Usanov, S. A., Honkakoski, P., Lang, M. and Hanninen, O. (1990) Biokhimiia 55, 995-1007
31. Jansson, I., Tamburini, P. P., Favreau, L. V. and Schekma, J. B. (1985) Drug Metab. Dispos. 13, 453-458
32. Patten, C. J., Ishizaki, H., Aoyama, T., Lee, M., Ning, S. M., Huang, W., Gonzalez, F. J. and Yang, C. S. (1992) Arch. Biochem. Biophys. 299, 163-171
33. Koley, A. P., Buters, J. T. M., Robinson, R. C., Markowitz, A. and Friedman, F. K. (1995) J. Biol. Chem. 270, 5014-5018
34. Koley, A. P., Robinson, R. C. and Friedman, F. K. (1996) Biochimie 78, 706-713