Two surfaces of cytochrome b5 with major and minor contributions to CYP3A4-catalyzed steroid and nifedipine oxygenation chemistries

Archives of Biochemistry and Biophysics

Volumn 541, Issue 1, 2014, Pages 53-60

  Peng, Hwei Ming ^a   Auchus, Richard J ^a  

^a UNIVERSITY OF MICHIGAN MEDICAL SCHOOL   (United States)

Author keywords

Allostery; CYP3A4; Cytochrome b5; Cytochrome P450; Drug oxidation; Testosterone

Indexed keywords

CYTOCHROME B5; CYTOCHROME P450 2C19; CYTOCHROME P450 2E1; CYTOCHROME P450 3A4; NIFEDIPINE; PHOSPHATIDYLSERINE; PHOSPHOLIPID; PROGESTERONE; TESTOSTERONE; CYP3A4 PROTEIN, HUMAN; CYTOCHROME P450 3A; CYTOCHROME P450;

ARTICLE; BINDING COMPETITION; CATALYSIS; CIRCULAR DICHROISM; CONTROLLED STUDY; ENZYME ACTIVITY; HUMAN; IONIC STRENGTH; MUTATION; NONHUMAN; OXYGENATION; PRIORITY JOURNAL; PROGESTERONE METABOLISM; PROTEIN CROSS LINKING; PROTEIN DOMAIN; STEADY STATE; STEROID HYDROXYLATION; SURFACE PROPERTY; TESTOSTERONE METABOLISM; WILD TYPE; BIOCATALYSIS; CHEMISTRY; GENETICS; HYDROXYLATION; KINETICS; METABOLISM; OSMOLARITY; OXIDATION REDUCTION REACTION; ALLOSTERISM; CYTOCHROME B(5); DRUG OXIDATION;

BINDING, COMPETITIVE; BIOCATALYSIS; CYTOCHROME P-450 CYP3A; CYTOCHROMES B5; HUMANS; HYDROXYLATION; KINETICS; MUTATION; NIFEDIPINE; OSMOLAR CONCENTRATION; OXIDATION-REDUCTION; PHOSPHOLIPIDS; PROGESTERONE; SURFACE PROPERTIES; TESTOSTERONE;

ALLOSTERY; CYP3A4; CYTOCHROME B(5); CYTOCHROME P450; DRUG OXIDATION; TESTOSTERONE;

EID: 84888995923     PISSN: 00039861     EISSN: 10960384     Source Type: Journal    
DOI: 10.1016/j.abb.2013.11.001     Document Type: Article

References (40)

1. T. Shimada, H. Yamazaki, M. Mimura, Y. Inui, and F.P. Guengerich J. Pharmacol. Exp. Ther. 270 1994 414 423
2. S.M. Abel, and D.J. Back J. Steroid Biochem. Mol. Biol. 46 1993 827 832
3. D.J. Waxman, C. Attisano, F.P. Guengerich, and D.P. Lapenson Arch. Biochem. Biophys. 263 1988 424 436
4. V. Kerlan, Y. Dreano, J.P. Bercovici, P.H. Beaune, H.H. Floch, and F. Berthou Biochem. Pharmacol. 44 1992 1745 1756
5. H. Yamazaki, E.M. Gillam, M.S. Dong, W.W. Johnson, F.P. Guengerich, and T. Shimada Arch. Biochem. Biophys. 342 1997 329 337
6. F.P. Guengerich Annu. Rev. Pharmacol. Toxicol. 39 1999 1 17
7. J.M. Hutzler, and T.S. Tracy Drug Metab. Dispos. 30 2002 355 362
8. M. Ekroos, and T. Sjogren Proc. Natl. Acad. Sci. USA 103 2006 13682 13687
9. D.R. Davydov, H. Fernando, B.J. Baas, S.G. Sligar, and J.R. Halpert Biochemistry 44 2005 13902 13913
10. D.R. Davydov, E.V. Sineva, S. Sistla, N.Y. Davydova, D.J. Frank, S.G. Sligar, and J.R. Halpert Biochim. Biophys. Acta 1797 2010 378 390
11. D.R. Davydov, N.Y. Davydova, E.V. Sineva, I. Kufareva, and J.R. Halpert Biochem. J. 453 2013 219 230
12. P.A. Williams, J. Cosme, D.M. Vinkovic, A. Ward, H.C. Angove, P.J. Day, C. Vonrhein, I.J. Tickle, and H. Jhoti Science 305 2004 683 686
13. J.K. Yano, M.R. Wester, G.A. Schoch, K.J. Griffin, C.D. Stout, and E.F. Johnson J. Biol. Chem. 279 2004 38091 38094
14. H. Yamazaki, M. Nakano, Y. Imai, Y.F. Ueng, F.P. Guengerich, and T. Shimada Arch. Biochem. Biophys. 325 1996 174 182
15. H. Yamazaki, W.W. Johnson, Y.F. Ueng, T. Shimada, and F.P. Guengerich J. Biol. Chem. 271 1996 27438 27444
16. A. Perret, and D. Pompon Biochemistry 37 1998 11412 11424
17. S. Kumar, D.R. Davydov, and J.R. Halpert Drug Metab. Dispos. 33 2005 1131 1136
18. H. Yamazaki, M. Nakamura, T. Komatsu, K. Ohyama, N. Hatanaka, S. Asahi, N. Shimada, F.P. Guengerich, T. Shimada, M. Nakajima, and T. Yokoi Protein Expr. Purif. 24 2002 329 337
19. C. Zhao, Q. Gao, A.G. Roberts, S.A. Shaffer, C.E. Doneanu, S. Xue, D.R. Goodlett, S.D. Nelson, and W.M. Atkins Biochemistry 51 2012 9488 9500
20. J.L. Naffin-Olivos, and R.J. Auchus Biochemistry 45 2006 755 762
21. H.M. Peng, and R.J. Auchus Biochemistry 52 2013 210 220
22. S. Imaoka, Y. Imai, T. Shimada, and Y. Funae Biochemistry 31 1992 6063 6069
23. D.P. Sherbet, D. Tiosano, K.M. Kwist, Z. Hochberg, and R.J. Auchus J. Biol. Chem. 278 2003 48563 48569
24. T.L. Domanski, Y.A. He, K.K. Khan, F. Roussel, Q. Wang, and J.R. Halpert Biochemistry 40 2001 10150 10160
25. D. Sandee, and W.L. Miller Endocrinology 152 2011 2904 2908
26. S.B. Mulrooney, and L. Waskell Protein Expr. Purif. 19 2000 173 178
27. C.D. Sohl, Q. Cheng, and F.P. Guengerich Nat. Protoc. 4 2009 1252 1257
28. C.J. Patten, H. Ishizaki, T. Aoyama, M. Lee, S.M. Ning, W. Huang, F.J. Gonzalez, and C.S. Yang Arch. Biochem. Biophys. 299 1992 163 171
29. E.M. Gillam, Z. Guo, and F.P. Guengerich Arch. Biochem. Biophys. 312 1994 59 66
30. C.H. Yun, T. Ahn, and F.P. Guengerich Arch. Biochem. Biophys. 356 1998 229 238
31. C.H. Yun, M. Song, and H. Kim J. Biol. Chem. 272 1997 19725 19730
32. K.H. Kim, T. Ahn, and C.H. Yun Biochemistry 42 2003 15377 15387
33. G.T. Miwa, and A.Y. Lu Arch. Biochem. Biophys. 211 1981 454 458
34. J.S. French, F.P. Guengerich, and M.J. Coon J. Biol. Chem. 255 1980 4112 4119
35. D.C. Eberhart, and A. Parkinson Arch. Biochem. Biophys. 291 1991 231 240
36. L.V. Basova, E.I. Tiktopulo, V.P. Kutyshenko, A.G. Mauk, and V.E. Bychkova Biochim. Biophys. Acta 1778 2008 1015 1026
37. P. Lee-Robichaud, M.A. Kaderbhai, N. Kaderbhai, J.N. Wright, and M. Akhtar Biochem. J. 321 Pt. 3 1997 857 863
38. N.A. Hosea, G.P. Miller, and F.P. Guengerich Biochemistry 39 2000 5929 5939
39. K.K. Khan, Y.Q. He, T.L. Domanski, and J.R. Halpert Mol. Pharmacol. 61 2002 495 506
40. J.B. Schenkman, and I. Jansson Pharmacol. Ther. 97 2003 139 152