Mixing apples and oranges: Analysis of heterotropic cooperativity in cytochrome P450 3A4

Archives of Biochemistry and Biophysics

Volumn 488, Issue 2, 2009, Pages 146-152

  Frank, Daniel J ^a   Denisov, Ilia G ^a   Sligar, Stephen G ^a  

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

Author keywords

Naphthoflavone; CYP3A4; Cytochrome P450 3A4; Heterotropic cooperativity; Synergy; Testosterone

Indexed keywords

ALPHA NAPHTHOFLAVONE; CYTOCHROME P450 3A4; TESTOSTERONE;

ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; DISSOCIATION CONSTANT; ENZYME ACTIVITY; ENZYME SUBSTRATE; HETEROTROPHY; MATHEMATICAL ANALYSIS; PRIORITY JOURNAL; PROTEIN INTERACTION; ULTRAVIOLET SPECTROSCOPY;

BENZOFLAVONES; BINDING SITES; CYTOCHROME P-450 CYP3A; ELECTRON SPIN RESONANCE SPECTROSCOPY; ESCHERICHIA COLI; HEME; HUMANS; HYDROPHOBICITY; PROTEIN BINDING; SOLUBILITY; SPECTROPHOTOMETRY, ULTRAVIOLET; STRUCTURE-ACTIVITY RELATIONSHIP; SUBSTRATE SPECIFICITY; TESTOSTERONE;

EID: 68549134915     PISSN: 00039861     EISSN: 10960384     Source Type: Journal    
DOI: 10.1016/j.abb.2009.06.013     Document Type: Article

References (45)

1. Shimada T., Yamazaki H., Mimura M., Inui Y., and Guengerich F.P. J. Pharmacol. Exp. Ther. 270 (1994) 414-423
2. Wienkers L.C., and Heath T.G. Nat. Rev. Drug Discov. 4 (2005) 825-833
3. Shou M., Grogan J., Mancewicz J.A., Krausz K.W., Gonzalez F.J., Gelboin H.V., and Korzekwa K.R. Biochemistry 33 (1994) 6450-6455
4. Korzekwa K.R., Krishnamachary N., Shou M., Ogai A., Parise R.A., Rettie A.E., Gonzalez F.J., and Tracy T.S. Biochemistry 37 (1998) 4137-4147
5. Guengerich F.P. Human cytochrome P450 enzymes. In: Ortiz de Montellano P.R. (Ed). Cytochrome P450: Structure, Mechanism, and Biochemistry (2005), Kluwer Academic/Plenum Publishers, New York 377-530
6. Atkins W.M. Expert Opin. Drug Metab. Toxicol. 2 (2006) 573-579
7. Ekroos M., and Sjogren T. Proc. Natl. Acad. Sci. USA 103 (2006) 13682-13687
8. Harlow G.R., and Halpert J.R. Proc. Natl. Acad. Sci. USA 95 (1998) 6636-6641
9. Hosea N.A., Miller G.P., and Guengerich F.P. Biochemistry 39 (2000) 5929-5939
10. Tang W., and Stearns R.A. Curr. Drug Metab. 2 (2001) 185-198
11. Niwa T., Murayama N., and Yamazaki H. Curr. Drug Metab. 9 (2008) 453-462
12. Davydov D.R., and Halpert J.R. Expert Opin. Drug Metab. Toxicol. 4 (2008) 1523-1535
13. Denisov I.G., Baas B.J., Grinkova Y.V., and Sligar S.G. J. Biol. Chem. 282 (2007) 7066-7076
14. Klotz I.M. Ligand-receptor Energetics: A Guide for the Perplexed (1997), Wiley and Sons, New York
15. Sligar S.G., and Denisov I.G. Drug Metab. Rev. 39 (2007) 567-579
16. Roberts A.G., and Atkins W.M. Arch. Biochem. Biophys. 463 (2007) 89-101
17. Isin E.M., and Guengerich F.P. J. Biol. Chem. 281 (2006) 9127-9136
18. Tsalkova T.N., Davydova N.Y., Halpert J.R., and Davydov D.R. Biochemistry 46 (2007) 106-119
19. Sligar S.G. Biochemistry 15 (1976) 5399-5406
20. Sligar S.G., and Gunsalus I.C. Proc. Natl. Acad. Sci. USA 73 (1976) 1078-1082
21. Fisher M.T., and Sligar S.G. J. Am. Chem. Soc. 107 (1985) 5018-5019
22. Das A., Grinkova Y.V., and Sligar S.G. J. Am. Chem. Soc. 129 (2007) 13778-13779
23. Ueng Y.F., Kuwabara T., Chun Y.J., and Guengerich F.P. Biochemistry 36 (1997) 370-381
24. Schwab G.E., Raucy J.L., and Johnson E.F. Mol. Pharmacol. 33 (1988) 493-499
25. Shou M., Dai R., Cui D., Korzekwa K.R., Baillie T.A., and Rushmore T.H. J. Biol. Chem. 276 (2001) 2256-2262
26. Andersson T., Miners J.O., Veronese M.E., and Birkett D.J. Br. J. Clin. Pharmacol. 38 (1994) 131-137
27. Wang R.W., Newton D.J., Liu N., Atkins W.M., and Lu A.Y. Drug Metab. Dispos. 28 (2000) 360-366
28. Emoto C., Yamazaki H., Iketaki H., Yamasaki S., Satoh T., Shimizu R., Suzuki S., Shimada N., Nakajima M., and Yokoi T. Xenobiotica 31 (2001) 265-275
29. Boek-Dohalská L., Hodek P., Sulc M., and Stiborová M. Chem. Biol. Interact. 138 (2001) 85-106
30. Domanski T.L., He Y.A., Khan K.K., Roussel F., Wang Q., and Halpert J.R. Biochemistry 40 (2001) 10150-10160
31. Atkins W.M. Annu. Rev. Pharmacol. Toxicol. 45 (2005) 291-310
32. Baas B.J., Denisov I.G., and Sligar S.G. Arch. Biochem. Biophys. 430 (2004) 218-228
33. Denisov I.G., Grinkova Y.V., Baas B.J., and Sligar S.G. J. Biol. Chem. 281 (2006) 23313-23318
34. Nath A., Grinkova Y.V., Sligar S.G., and Atkins W.M. J. Biol. Chem. 282 (2007) 28309-28320
35. Nath A., Atkins W.M., and Sligar S.G. Biochemistry 46 (2007) 2059-2069
36. Greco W.R., Bravo G., and Parsons J.C. Pharmacol. Rev. 47 (1995) 331-385
37. Berenbaum M.C. J. Theor. Biol. 114 (1985) 413-431
38. Domanski T.L., Liu J., Harlow G.R., and Halpert J.R. Arch. Biochem. Biophys. 350 (1998) 223-232
39. Gillam E.M., Baba T., Kim B.R., Ohmori S., and Guengerich F.P. Arch. Biochem. Biophys. 305 (1993) 123-131
40. Denisov I.G., Grinkova Y.V., Lazarides A.A., and Sligar S.G. J. Am. Chem. Soc. 126 (2004) 3477-3487
41. Bayburt T.H., Grinkova Y.V., and Sligar S.G. Nano Lett. 2 (2002) 853-856
42. Heap R.B., Symons A.M., and Watkins J.C. Biochim. Biophys. Acta 218 (1970) 482-495
43. Winzor D.J., and Sawyer W.H. Quantitative Characterization of Ligand Binding (1995), Wiley-Liss, New York
44. Domanski T.L., He Y.A., Harlow G.R., and Halpert J.R. J. Pharmacol. Exp. Ther. 293 (2000) 585-591
45. Shou M., Lin Y., Lu P., Tang C., Mei Q., Cui D., Tang W., Ngui J.S., Lin C.C., Singh R., Wong B.K., Yergey J.A., Lin J.H., Pearson P.G., Baillie T.A., Rodrigues A.D., and Rushmore T.H. Curr. Drug Metab. 2 (2001) 17-36