A New Mechanistic Probe for Cytochrome P450:  An Application of Isotope Effect Profiles

John I. Manchester; Joseph P. Dinnocenzo;  Higgins; Jeffrey P. Jones

doi:10.1021/ja9705250

A New Mechanistic Probe for Cytochrome P450: An Application of Isotope Effect Profiles

Journal of the American Chemical Society ◽

10.1021/ja9705250 ◽

1997 ◽

Vol 119 (21) ◽

pp. 5069-5070 ◽

Cited By ~ 68

Author(s):

John I. Manchester ◽

Joseph P. Dinnocenzo ◽

Higgins ◽

Jeffrey P. Jones

Keyword(s):

Cytochrome P450 ◽

Isotope Effect ◽

Mechanistic Probe

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Oxidation of Tertiary Amines by Cytochrome P450-Kinetic Isotope Effect as a Spin-State Reactivity Probe

Chemistry - A European Journal ◽

10.1002/chem.200802215 ◽

2009 ◽

Vol 15 (34) ◽

pp. 8492-8503 ◽

Cited By ~ 51

Author(s):

Chunsen Li ◽

Wei Wu ◽

Kyung-Bin Cho ◽

Sason Shaik

Keyword(s):

Cytochrome P450 ◽

Isotope Effect ◽

Spin State ◽

Kinetic Isotope Effect ◽

Tertiary Amines ◽

Kinetic Isotope

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Magnitude of the kinetic isotope effect for the oxidative demethylation of anisole and [Me-2H3]anisole: a new and simple criterion for assessing model systems for cytochrome P450 dependent mono-oxygenases

Journal of the Chemical Society Chemical Communications ◽

10.1039/c39820000055 ◽

1982 ◽

pp. 55 ◽

Cited By ~ 6

Author(s):

John R. Lindsay Smith ◽

Ruth E. Piggott ◽

Paul R. Sleath

Keyword(s):

Cytochrome P450 ◽

Isotope Effect ◽

Kinetic Isotope Effect ◽

Model Systems ◽

Simple Criterion ◽

Oxidative Demethylation ◽

Kinetic Isotope

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Intramolecular Isotope Effects for Benzylic Hydroxylation of Isomeric Xylenes and 4,4‘-Dimethylbiphenyl by Cytochrome P450: Relationship between Distance of Methyl Groups and Masking of the Intrinsic Isotope Effect†

Biochemistry ◽

10.1021/bi962810m ◽

1997 ◽

Vol 36 (23) ◽

pp. 7136-7143 ◽

Cited By ~ 26

Author(s):

Krishna R. Iyer ◽

Jeffrey P. Jones ◽

John F. Darbyshire ◽

William F. Trager

Keyword(s):

Cytochrome P450 ◽

Isotope Effect ◽

Isotope Effects ◽

Methyl Groups ◽

Benzylic Hydroxylation

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Isotope Effect Studies on the Cytochrome P450 Enzymes

Drug Metabolism Reviews ◽

10.3109/03602539509029814 ◽

1995 ◽

Vol 27 (1-2) ◽

pp. 45-59 ◽

Cited By ~ 13

Author(s):

Kenneth r. Korzekwa ◽

James r. Gillette ◽

William f. Trager

Keyword(s):

Cytochrome P450 ◽

Isotope Effect ◽

Cytochrome P450 Enzymes

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How Does Product Isotope Effect Prove the Operation of a Two-State “Rebound” Mechanism in C−H Hydroxylation by Cytochrome P450? [J. Am. Chem. Soc.2003,125, 13024−13025].

Journal of the American Chemical Society ◽

10.1021/ja040802k ◽

2004 ◽

Vol 126 (10) ◽

pp. 3368-3368 ◽

Cited By ~ 1

Author(s):

Devesh Kumar ◽

Samuël P. de Visser ◽

Sason Shaik

Keyword(s):

Cytochrome P450 ◽

Isotope Effect ◽

Product Isotope

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Hypersensitive Mechanistic Probe Studies of Cytochrome P450-Catalyzed Hydroxylation Reactions. Implications for the Cationic Pathway

Journal of the American Chemical Society ◽

10.1021/ja981157i ◽

1998 ◽

Vol 120 (31) ◽

pp. 7719-7729 ◽

Cited By ~ 47

Author(s):

Patrick H. Toy ◽

Martin Newcomb ◽

Paul F. Hollenberg

Keyword(s):

Cytochrome P450 ◽

Mechanistic Probe

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Androgen Formation by Cytochrome P450 CYP17. Solvent Isotope Effect and pL Studies Suggest a Role for Protons in the Regulation of Oxene versus Peroxide Chemistry

Biochemistry ◽

10.1021/bi00174a027 ◽

1994 ◽

Vol 33 (8) ◽

pp. 2185-2190 ◽

Cited By ~ 41

Author(s):

David C. Swinney ◽

Amy Y. Mak

Keyword(s):

Cytochrome P450 ◽

Isotope Effect ◽

Solvent Isotope Effect ◽

Solvent Isotope

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How Does Product Isotope Effect Prove the Operation of a Two-State “Rebound” Mechanism in C−H Hydroxylation by Cytochrome P450?

Journal of the American Chemical Society ◽

10.1021/ja036906x ◽

2003 ◽

Vol 125 (43) ◽

pp. 13024-13025 ◽

Cited By ~ 60

Author(s):

Devesh Kumar ◽

Samuël P. de Visser ◽

Sason Shaik

Keyword(s):

Cytochrome P450 ◽

Isotope Effect ◽

Product Isotope

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Kinetic Isotope Effect is a Sensitive Probe of Spin State Reactivity in C−H Hydroxylation ofN,N-Dimethylaniline by Cytochrome P450

Journal of the American Chemical Society ◽

10.1021/ja055987p ◽

2006 ◽

Vol 128 (2) ◽

pp. 394-395 ◽

Cited By ~ 56

Author(s):

Chunsen Li ◽

Wei Wu ◽

Devesh Kumar ◽

Sason Shaik

Keyword(s):

Cytochrome P450 ◽

Isotope Effect ◽

Spin State ◽

Kinetic Isotope Effect ◽

Kinetic Isotope

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Theoretical Study ofN-Demethylation of SubstitutedN,N-Dimethylanilines by Cytochrome P450: The Mechanistic Significance of Kinetic Isotope Effect Profiles

The Journal of Physical Chemistry B ◽

10.1021/jp072347v ◽

2007 ◽

Vol 111 (26) ◽

pp. 7700-7710 ◽

Cited By ~ 88

Author(s):

Yong Wang ◽

Devesh Kumar ◽

Chuanlu Yang ◽

Keli Han ◽

Sason Shaik

Keyword(s):

Cytochrome P450 ◽

Isotope Effect ◽

Kinetic Isotope Effect ◽

Theoretical Study ◽

Kinetic Isotope

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