| Literature DB >> 8828923 |
G Bellucci1, C Chiappe, L Pucci, P G Gervasi.
Abstract
The oxidation of cyclohex-2-en-1-ol, a simple model substrate for allylic alcohols, is catalyzed by several P450 isoenzymes and leads exclusively to cyclohex-2-en-1-one. No double bond epoxidation or C(4) hydroxylation have been observed. The large primary kinetic isotope effect measured using [2H]-1-cyclohex-2-en-1-ol is consistent with an at least partially rate limiting breaking of the C(1)-H bond. The mass spectrometric analysis of cyclohex-2-en-1-one obtained from [18O]cyclohex-2-en-1-ol has established that a gem-diol intermediate is involved, even if a dual hydrogen abstraction pathway may contribute to the reaction.Entities:
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Year: 1996 PMID： 8828923 DOI： 10.1021/tx9600053
Source DB: PubMed Journal: Chem Res Toxicol ISSN： 0893-228X Impact factor: 3.739