Desaturation of alkylbenzenes by Cytochrome P450BM3 (CYP102A1)
Date
2008
Authors
Whitehouse, C.
Bell, S.
Wong, L.
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Journal article
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Chemistry: A European Journal, 2008; 14(35):10905-10908
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Christopher J. C. Whitehouse, Stephen G. Bell, and Luet-Lok Wong
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Abstract
A study was conducted to investigate the desaturation of alkylbenezenes by cytochrome P450<inf>BM3</inf> (CYP102A1). It was observed during the study that oxidation of alkylbenzenes with CYP102A1 involves a gamut of P450 activity types that are terminal, sub-terminal benzylic and aromatic hydroxylation; terminal and sub-terminal desaturation; and epoxidation of the olefins. It was also found that the desaturation of cumene by CYP102A1 is sensitive to α-deuteration and insensitive to β-deuteration. Intramolecular deuterium isotope study revealed that the first abstraction in the desaturation of valproic acid and ezlopitant by microsomal P450s take place from activated carbon atoms. The increased β-hydroxylation percentages show that the β-carbon lies closer to the ferryl oxygen in the KT5.
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© 2008 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim