Autocatalytic alkylation of the cytochrome P-450 prosthetic haem group by 1-aminobenzotriazole. Isolation of an NN-bridged benzyne-protoporphyrin IX adduct.
TLDR
An abnormal porphyrin, tentatively identified as an NN-bridged benzyne-protoporphyr in IX adduct, appears to be formed by the addition of catalytically generated benzynes to prosthetic haem.Abstract:
Destruction of hepatic cytochrome P-450 during catalytic processing of 1-amino-benzotriazole is accompanied by an equal loss of microsomal haem but not by loss of cytochrome b5, or stimulation of lipid peroxidation. An abnormal porphyrin, tentatively identified as an NN-bridged benzyne-protoporphyrin IX adduct, appears to be formed by the addition of catalytically generated benzyne to prosthetic haem.read more
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References
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Journal ArticleDOI
The Carbon Monoxide-binding Pigment of Liver Microsomes I. EVIDENCE FOR ITS HEMOPROTEIN NATURE
Tsuneo Omura,Ryo Sato +1 more
TL;DR: The present paper gives a detailed account of the investigations on rabbit liver microsomes and crude microsomal digests, which have led to postulate the hemoprotein nature of the pigment.
Journal ArticleDOI
Self-catalyzed inactivation of hepatic cytochrome P-450 by ethynyl substrates.
TL;DR: Field desorption mass spectrometric analysis of these eight pigments has established that each one gives a molecular ion which corresponds to the sum of the molecular weights of the dimethyl ester of protoporphyrin IX plus the substrate plus an oxygen atom.
Journal Article
Destruction of cytochrome P-450 by ethylene and other olefins.
TL;DR: No cytochrome P-450 loss is observed after incubation with styrene, cyclohexene, 2-methyl-1-heptene, and 3- hexene, a result which suggests that steric and electronic factors can suppress the destructive interaction.
Book ChapterDOI
Spectral characterization of human hemoglobin and its derivatives.
TL;DR: This chapter focuses on the spectra of the most common hemoglobin derivatives, as well as the methodology used in their preparation, and the cyanide derivative, whose spectral properties are pH independent over a wide range.
Journal ArticleDOI
Destruction of cytochrome P-450 by 2-isopropyl-4-pentenamide and methyl 2-isopropyl-4-pentenoate: mass spectrometric characterization of prosthetic heme adducts and nonparticipation of epoxide metabolites.
Paul R. Ortiz de Montellano,G S Yost,B A Mico,Stephen E. Dinizo,M. Almira Correia,Hidaeki Kumbara +5 more
TL;DR: Results clearly establish that the carbonyl groups of the two destructive substrates are intimately involved in formation of the isolated porphyrin adducts, and exclude participation of the corresponding epoxide metabolites in the destruction of cytochrome P-450.
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