Heterotropic cooperativity in oxidation mediated by cytochrome P450

Current Drug Metabolism

Volumn 9, Issue 5, 2008, Pages 453-462

  Niwa, Toshiro ^a   Murayama, Norie ^a   Yamazaki, Hiroshi ^a  

^a SHOWA PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Activation; Cooperativity; CYP3A4; Cytochrome P450; Metabolic activity

Indexed keywords

ANDROSTENEDIONE; ASTEMIZOLE; BUDESONIDE; CARBAMAZEPINE; CISAPRIDE; CYTOCHROME P450; CYTOCHROME P450 1A2; CYTOCHROME P450 2B6; CYTOCHROME P450 2C8; CYTOCHROME P450 2D6; CYTOCHROME P450 3A4; CYTOCHROME P450 3A5; CYTOCHROME P450 3A7; DIAZEPAM; DICLOFENAC; ESTRADIOL; FLUOXETINE; HALOPERIDOL; HYDROQUININE; MELOXICAM; PHENANTHRENE; PHENYTOIN; PRASTERONE SULFATE; PROGESTERONE; QUINIDINE; TAMOXIFEN; TERFENADINE; TESTOSTERONE; TRIAZOLAM; UNINDEXED DRUG;

ALLOSTERISM; BINDING SITE; CONCENTRATION RESPONSE; DEBENZYLATION; DEMETHYLATION; DRUG BLOOD LEVEL; DRUG HYDROXYLATION; DRUG OXIDATION; ENZYME ACTIVE SITE; ENZYME KINETICS; ENZYME MECHANISM; ENZYME METABOLISM; EPOXIDATION; HETEROTROPHY; HUMAN; HYDROXYLATION; METABOLIC ACTIVATION; MICHAELIS MENTEN KINETICS; NONHUMAN; REVIEW;

ANIMALS; CYTOCHROME P-450 CYP3A; CYTOCHROME P-450 ENZYME SYSTEM; ENZYME ACTIVATION; HUMANS; KINETICS; OXIDATION-REDUCTION; PHARMACEUTICAL PREPARATIONS;

EID: 47749131934     PISSN: 13892002     EISSN: None     Source Type: Journal    
DOI: 10.2174/138920008784746364     Document Type: Review

References (54)

1. Gonzalez, F.J. (1990) Pharmacol. Ther., 45, 1-38.
2. Guengerich, F.P. (1992) FASEB J., 6, 745-748.
3. Niwa, T.; Yabusaki, Y.; Honma, K.; Matsuo, N.; Tatsuta, K.; Ishibashi, F. and Katagiri, M. (1998) Xenobiotica, 28, 539-547.
4. Rendic, S. (2002) Drug Metab. Rev., 34, 83-448.
5. Wilkinson, G.R. (1996) J. Pharmacokinet. Biopharm., 24, 475-490.
6. Thummel, K.E. and Wilkinson, G.R. (1998) Ann. Rev. Pharmacol. Taxicol., 38, 389-430.
7. Daly, A.K. (2006) Clin. Pharmacokinet., 45, 13-31.
8. Bu, H.-Z. (2006) Curr. Drug Metab., 7, 231-249.
9. Shimada, T.; Yamazaki, H.; Mimura, M.; Inui, Y. and Guengerich, F.P. (1994) J. Pharmacol. Exp. Ther., 270, 414-423.
10. Guengerich, F.P. (1999) Ann. Rev. Pharmacol. Toxicol., 39, 1-17.
11. Kuehl, P.; Zhang, J.; Lin, Y.; Lamba, J.; Assem, M.; Schuetzm J.; Watkins, P.B.; Daly, A.; Wrighton, S.A.; Hall, S.D.; Maurel, P.; Relling, M.; Brimer, C.; Yasuda, K.; Venkataramanan, R.; Strom, S.; Thummel, K.; Boguski, M.S. and Schuetz, E. (2001) Nat. Genet., 27, 383-391.
12. Koch, I.; Weil, R.; Wolbold, R.; Brockmöller, J.; Hustert, E.; Burk, O.; Nuessler, A.; Neuhaus, P.; Eichelbaum, M.; Zanger, U. and Wojnowski, L. (2002) Drug Metab. Dispos., 30, 1108-1114.
13. Yamaori, S.; Yamazaki, H.; Iwano, S.; Kiyotani, IC; Matsumura, K.; Honda, G.; Nakagawa, K.; Ishizaki, T. and Kamataki, T. (2004) Drug Metab. Pharmacokinet., 19, 120-129.
14. Westlind, A.; Malmebo, S.; Johansson, I.; Otte, C. andersson, T.B.; Ingelman-Sundberg, M. and Oscarson, M. (2001) Biochem. Biophys. Res. Commun., 281, 1349-1355.
15. Niwa, T.; Murayama, N.; Emoto, C. and Yamazaki, H. (2008) Curr. Drug Metab., 9, 20-33.
16. McConn II, D.J.; Lin, Y.S.; Allen, K.; Kunze, K.L. and Thummel, K.E. (2004) Drug Metab. Dispos., 32, 1083-1091.
17. Ueng, Y.-F.; Kuwabara, T.; Chun, Y.-J. and Guengerich, F.P. (1997) Biochemistry, 36, 370-381.
18. Domanski, T.L.; He, Y.-A.; Khan, K.K.; Roussel, F.; Wang, Q. and Halpert, J.R. (2001) Biochemistry, 40, 10150-10160.
19. Niwa, T.; Shiraga T.; Yamasaki, S.; Ishibashi, K.; Ohno, Y. and Kagayama, A. (2003) Xenobiotica, 33, 717-729.
20. Andersson, T.; Miners, J.O.; Veronese, M.E. and Birkett, D.J. (1994) Br. J. Clin. Pharmacol., 38, 131-137.
21. Emoto, C.; Yamazaki, H.; Iketaki, H.; Yamazaki, S, Satoh, T.; Shimizu, R.; Suzuki, S.; Shimada, N.; Nakajima, M. and Yokoi, T. (2001) Xenobiotica, 31, 265-275.
22. 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.
23. Domanski, T.L.; He, Y.-A.; Harlow, G.R. and Halpert, J.R. (2000) J. Pharmacol. Exp. Ther., 293, 585-591.
24. Nakamura, H.; Torimoto, N.; Ishii, I.; Ariyoshi, N.; Nakasa, H.; Ohmori, S. and Kitada, M. (2003) Drug Metab. Dispos., 31, 432-438.
25. Ngui, J.S.; Tang, W.; Stearns, R.A.; Shou, M.; Miller, R.R.; Zhang, Y.; Lin, J.H. and Baillie, T.A. (2000) Drug Metab. Dispos., 28, 1043-1050.
26. Miller, G.P. and Guengerich, F.P. (2001) Biochemistry, 40, 7262-7272.
27. Ludwig, E.; Schmid, J.; Beschke, K. and Ebner, T. (1999) J. Pharmacol. Exp. Ther., 290, 1-8.
28. Tang, W.; Stearns, R.A.; Kwei, G.Y.; Iliff, S.A.; Miller, R.R.; Egan, M.A.; Yu, N.X.; Dean, D.C.; Kumar, S.; Shou, M.; Lin, J.H. and Baillie, T.A. (1999) J. Pharmacol. Exp. Ther., 291, 1068-1074.
29. Niwa, T.; Okada, K.; Hiroi, T.; Imaoka, S.; Narimatsu, S. and Funae, Y. (2008) Biol. Pharm. Bull., 31, 348-351.
30. 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.
31. Machinist, J.M.; Mayer, M.D.; Roberts, E.M.; Surber, B.W. and Rodrigues, A.D. (1998) Drug Metab. Dispos., 26, 970-976.
32. Stresser, D.M.; Blanchard, A.P.; Turner, S.D.; Erve, J.C.L.; Dandeneau, A.A; Miller, V.P. and Crespi, C.L. (2000) Drug Metab. Dispos., 28, 1440-1448.
33. 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.
34. Kerlan, V.; Dreano, Y.; Bercovici, J.P.; Beaune, P.H.; Floch, H.H. and Berthou, F. (1992) Biochem. Pharmacol., 44, 1745-1756.
35. Wang, R.W.; Newton, D.J.; Liu, N.; Atkins, W.M. and Lu, A.Y.H. (2000) Drug Metab. Dispos., 28, 360-366.
36. Emoto, C. and Iwasaki, K. (2006) Xenobiotica, 36, 219-233.
37. Tassaneeyakul, W.; Veronese, M.E.; Birkett, D.J.; Gonzalez, F.J. and Miners, J.O. (1993) Biochem. Pharmacol., 46, 1975-1981.
38. Kenworthy, K.E.; Bloomer, J.C., Clarke, S.E. and Houston, J.B. (1999) Br. J. Clin. Pharmacol., 48, 716-727.
39. Harlow, G.R. and Halpert, J.R. (1998) Proc. Natl. Acad. Soc. U.S.A., 95, 6636-6641.
40. Bort, R.; Mace, K.; Boobis, A.; Gomez-Lechon, M.-J.; Pfeifer, A. and Castell, J. (1999) Biochem. Pharmacol., 58, 787-796.
41. Wang, Y. and Unadkat, J.D. (1999) Biopharm. Drug Dispos., 20, 341-346.
42. Tang, W. and Stearns R.A. (2001) Curr. Drug Metab., 2, 185-198.
43. Dabrowski, M.J.; Schrag, M.L.; Wienkers, L.C. and Atkins, W.M. (2002) J. Am. Chem. Soc., 124, 11866-11867.
44. Ekroos, M. and Sjogren, T. (2006) Proc. Natl. Acad. Soc. U.S.A., 103, 13682-13687.
45. Hollenberg, P.F. (2002) Drug Metab. Rev., 34, 17-35.
46. 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.
47. Zhang, Z.; Li, Y.; Shou, M.; Zhang, Y.; Ngui, J.S.; Stearns, R.A.; Evans, D.C.; Baillie, T.A. and Tang, W. (2004) Xenobiotica, 34, 473-486.
48. Tang, W.; Wang, R.W. and Lu, A.Y.H. (2005) Curr. Drug Metab., 6, 503-517.
49. Sohl, C.D.; Isin, E.M.; Eoff, R.L.; Marsch, G.A.; Stec, D.F. and Guengerich, F.P. (2008) J. Biol. Chem., 283, 7293-7308.
50. Tang, W.; Stearns, R.A.; Kwei, G.Y.; Iliff, S.A.; Miller, R.R.; Egan, M.A.; Yu, N.X; Dean, D.C.; Kumar, S.; Shou, M.; Lin, J.H. and Baillie, T.A. (1989) J. Pharmacol. Exp. Ther., 291, 1068-1074.
51. Lasker, J.M.; Huang, M.-T. and Conney, A.H. (1982) Science, 216, 1419-1421.
52. Lasker, J.M.; Huang, M.-T. and Conney, A.H. (1984) J. Pharmacol. Exp. Ther., 229, 162-170.
53. Hallifax, D.; Rawden, H.C.; Hakooz, N. and Houston, J. B. (2005) Drug Metab. Dipos., 33, 1852-1858.
54. Hallifax, D.; Galetin, A. and Houston, J. B. (2008) Xenobiotica, 38, 353-367.