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Dearomatisation of o-xylene by P450BM3 (CYP102A1).

Abstract:

The oxidation of o-xylene by P450(BM3) from Bacillus megaterium yields, in addition to the products formed by microsomal P450s, two metabolites containing an NIH-shifted methyl group, one of which lacks the aromatic character of the substrate. The failure of the epoxide precursor of these two products to rearrange to the more stable 2,7-dimethyloxepin suggests that ring opening is P450-mediated. With m-xylene, the principal metabolite is 2,4-dimethylphenol. The partition between aromatic and ...

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Publication status:
Published

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Publisher copy:
10.1002/chem.201002465

Authors


Whitehouse, CJ More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Inorganic Chemistry
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Inorganic Chemistry
Journal:
Chemistry (Weinheim an der Bergstrasse, Germany)
Volume:
17
Issue:
24
Pages:
6862-6868
Publication date:
2011-06-05
DOI:
EISSN:
1521-3765
ISSN:
0947-6539
URN:
uuid:cda95829-b37b-478c-a9f5-b4b7b9dbae78
Source identifiers:
135008
Local pid:
pubs:135008

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