Literature DB >> 2690426

Cytochrome P-450 catalysis: radical intermediates and dehydrogenation reactions.

P R Ortiz de Montellano.   

Abstract

Cytochrome P-450 appears to catalyse most monooxygenation reactions by sequential one-electron steps rather than by a single, concerted transfer of the ferryl oxygen to the substrate. The radical intermediates, although very short-lived, can rearrange or undergo alternative reactions characteristic of radical species. As Paul Ortiz de Montellano explains, these alternative reactions yield novel metabolites, sometimes result in inactivation of the enzyme, and can provide information on the reaction mechanism.

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Year:  1989        PMID: 2690426     DOI: 10.1016/0165-6147(89)90007-2

Source DB:  PubMed          Journal:  Trends Pharmacol Sci        ISSN: 0165-6147            Impact factor:   14.819


  8 in total

1.  Manganese catalysts for C-H activation: an experimental/theoretical study identifies the stereoelectronic factor that controls the switch between hydroxylation and desaturation pathways.

Authors:  Jonathan F Hull; David Balcells; Effiette L O Sauer; Christophe Raynaud; Gary W Brudvig; Robert H Crabtree; Odile Eisenstein
Journal:  J Am Chem Soc       Date:  2010-06-09       Impact factor: 15.419

2.  Benzene-induced uncoupling of naphthalene dioxygenase activity and enzyme inactivation by production of hydrogen peroxide.

Authors:  K Lee
Journal:  J Bacteriol       Date:  1999-05       Impact factor: 3.490

3.  Isolation of two N-monosubstituted protoporphyrins, bearing either the whole drug or a methyl group on the pyrrole nitrogen atom, from liver of mice given griseofulvin.

Authors:  A E Holley; Y Frater; A H Gibbs; F De Matteis; J H Lamb; P B Farmer; S Naylor
Journal:  Biochem J       Date:  1991-03-15       Impact factor: 3.857

4.  Oxidation of 6,7-dihydro-5H-benzocycloheptene by bacterial strains expressing naphthalene dioxygenase, biphenyl dioxygenase, and toluene dioxygenase yields homochiral monol or cis-diol enantiomers as major products.

Authors:  S M Resnick; D T Gibson
Journal:  Appl Environ Microbiol       Date:  1996-04       Impact factor: 4.792

5.  Desaturase reactions complicate the use of norcarane as a mechanistic probe. Unraveling the mixture of twenty-plus products formed in enzyme-catalyzed oxidations of norcarane.

Authors:  Martin Newcomb; R Esala P Chandrasena; Dharmika S P Lansakara-P; Hye-Yeong Kim; Stephen J Lippard; Laurance G Beauvais; Leslie J Murray; Viviana Izzo; Paul F Hollenberg; Minor J Coon
Journal:  J Org Chem       Date:  2007-02-16       Impact factor: 4.354

6.  Acetylene, a mammalian metabolite of 1,1,1-trichloroethane.

Authors:  H Dürk; J L Poyer; C Klessen; H Frank
Journal:  Biochem J       Date:  1992-09-01       Impact factor: 3.857

7.  Toluene and ethylbenzene oxidation by purified naphthalene dioxygenase from Pseudomonas sp. strain NCIB 9816-4.

Authors:  K Lee; D T Gibson
Journal:  Appl Environ Microbiol       Date:  1996-09       Impact factor: 4.792

8.  N-alkylprotoporphyrin formation and hepatic porphyria in dogs after administration of a new antiepileptic drug candidate: mechanism and species specificity.

Authors:  Jean-Marie Nicolas; Hugues Chanteux; Valérie Mancel; Guy-Marie Dubin; Brigitte Gerin; Ludovicus Staelens; Olympe Depelchin; Sophie Kervyn
Journal:  Toxicol Sci       Date:  2014-06-27       Impact factor: 4.849

  8 in total

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