Journal
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS
Volume 1770, Issue 3, Pages 314-329Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.bbagen.2006.07.003
Keywords
cytochrome P450; oxidation reactions; rearrangement reactions; bioactivation; metabolism of drugs
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Funding
- NCI NIH HHS [R37 CA090426] Funding Source: Medline
- NIEHS NIH HHS [P30 ES00267] Funding Source: Medline
- NATIONAL CANCER INSTITUTE [R37CA090426] Funding Source: NIH RePORTER
- NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES [P30ES000267] Funding Source: NIH RePORTER
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Cytochrome P450 (P450) enzymes are some of the most versatile redox proteins known. The basic P450 reactions include C-hydroxylation, heteroatom oxygenation, heteroatom release (dealkylation), and epoxide formation. Mechanistic explanations for these reactions have been advanced. A number of more complex P450 reactions also occur, and these can be understood largely in the context of the basic chemical mechanisms and subsequent rearrangements. The list discussed here updates a 2001 review and includes chlorine oxygenation, aromatic dehalogenation, formation of diindole products, dimer formation via Diels-Alder reactions of products, ring coupling and also ring formation, reductive activation (e.g., aristolochic acid), ring contraction (piperidine nitroxide radical), oxidation of troglitazone, cleavage of amino oxazoles and a 1,2,4-oxadiazole ring, bioactivation of a dihydrobenzoxathiin, and oxidative aryl migration. (c) 2006 Published by Elsevier B.V.
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