Oxidizing species in the mechanism of cytochrome P450

被引:280
作者
de Montellano, PRO [1 ]
De Voss, JJ
机构
[1] Univ Calif San Francisco, Dept Pharmaceut Chem, San Francisco, CA 94143 USA
[2] Univ Queensland, Dept Chem, Brisbane, Qld 4072, Australia
关键词
D O I
10.1039/b101297p
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This review discusses the mechanisms of oxygen activation by cytochrome P450 enzymes, the possible catalytic roles of the various iron-oxygen species formed in the catalytic cycle, and progress in understanding the mechanisms of hydrocarbon hydroxylation, heteroatom oxidation, and olefin epoxidation. The focus of the review is on recent results, but earlier work is discussed as appropriate. The literature through to February 2002 is surveyed, and 175 referenced are cited.
引用
收藏
页码:477 / 493
页数:17
相关论文
共 180 条
[1]   MECHANISTIC STUDIES ON AROMATASE AND RELATED C-C BOND CLEAVING P-450 ENZYMES [J].
AKHTAR, M ;
NJAR, VCO ;
WRIGHT, JN .
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1993, 44 (4-6) :375-387
[2]   MECHANISM OF THE ACYL-CARBON CLEAVAGE AND RELATED REACTIONS CATALYZED BY MULTIFUNCTIONAL P-450S - STUDIES ON CYTOCHROME-P-450(17-ALPHA) [J].
AKHTAR, M ;
CORINA, D ;
MILLER, S ;
SHYADEHI, AZ ;
WRIGHT, JN .
BIOCHEMISTRY, 1994, 33 (14) :4410-4418
[3]   CHEMICAL AND ENZYMIC STUDIES ON CHARACTERIZATION OF INTERMEDIATES DURING REMOVAL OF 14-ALPHA-METHYL GROUP IN CHOLESTEROL-BIOSYNTHESIS - USE OF 32-FUNCTIONALIZED LANOSTANE DERIVATIVES [J].
AKHTAR, M ;
ALEXANDER, K ;
BOAR, RB ;
MCGHIE, JF ;
BARTON, DHR .
BIOCHEMICAL JOURNAL, 1978, 169 (03) :449-463
[4]   THE STATUS OF OXYGEN-ATOMS IN THE REMOVAL OF C-19 IN ESTROGEN BIOSYNTHESIS [J].
AKHTAR, M ;
CALDER, MR ;
CORINA, DL ;
WRIGHT, JN .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (03) :129-130
[5]   MECHANISTIC STUDIES ON C-19 DEMETHYLATION IN ESTROGEN BIOSYNTHESIS [J].
AKHTAR, M ;
CALDER, MR ;
CORINA, DL ;
WRIGHT, JN .
BIOCHEMICAL JOURNAL, 1982, 201 (03) :569-580
[6]   THIANTHRENE 5-OXIDE AS A PROBE OF THE ELECTROPHILICITY OF HEMOPROTEIN OXIDIZING SPECIES [J].
ALVAREZ, JC ;
DEMONTELLANO, PRO .
BIOCHEMISTRY, 1992, 31 (35) :8315-8322
[7]  
Anders M.W., 1985, BIOACTIVATION FOREIG, P121
[8]   METABOLIC SWITCHING IN CYTOCHROME-P-450CAM - DEUTERIUM-ISOTOPE EFFECTS ON REGIOSPECIFICITY AND THE MONOOXYGENASE OXIDASE RATIO [J].
ATKINS, WM ;
SLIGAR, SG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (12) :3754-3760
[9]   CYTOCHROME P450-CATALYZED HYDROXYLATION OF HYDROCARBONS - KINETIC DEUTERIUM-ISOTOPE EFFECTS FOR THE HYDROXYLATION OF AN ULTRAFAST RADICAL CLOCK [J].
ATKINSON, JK ;
HOLLENBERG, PF ;
INGOLD, KU ;
JOHNSON, CC ;
LETADIC, MH ;
NEWCOMB, M ;
PUTT, DA .
BIOCHEMISTRY, 1994, 33 (35) :10630-10637
[10]   CYTOCHROME-P450 HYDROXYLATION OF HYDROCARBONS - VARIATION IN THE RATE OF OXYGEN REBOUND USING CYCLOPROPYL RADICAL CLOCKS INCLUDING 2 NEW ULTRAFAST PROBES [J].
ATKINSON, JK ;
INGOLD, KU .
BIOCHEMISTRY, 1993, 32 (35) :9209-9214