Calculated and experimental absolute stereochemistry of the styrene and .beta.-methylstyrene epoxides formed by cytochrome P 450cam

Autor:	Julia A. Fruetel, Gilda H. Loew, Debra L. Camper, Jack R. Collins, Paul R. Ortiz de Montellano
Rok vydání:	1992
Předmět:	Phenylacetaldehyde Reaction mechanism Cytochrome biology Stereochemistry Oxide General Chemistry Biochemistry Catalysis Styrene Benzaldehyde Hydroxylation chemistry.chemical_compound Colloid and Surface Chemistry chemistry Styrene oxide biology.protein
Zdroj:	Journal of the American Chemical Society. 114:6987-6993
ISSN:	1520-5126 0002-7863
DOI:	10.1021/ja00044a006
Popis:	Cytochrome P450 cam oxidizes styrene to styrene oxide and a trace of phenylacetaldehyde; cis-β-methylstyrene to cis-β-methylstyrene oxide, cis-3-phenyl-2-propen-1-ol, and a trace of 1-phenyl-2-propanone; and trans-β-methylstyrene to trans-β-methylstyrene oxide, trans-3-phenyl-2-propen-1-ol, and a trace of 1-phenyl-2-propanone. Aromatic ring hydroxylation is also observed as a very minor process with each of the three substrates. Benzaldehyde is formed as a major product in all the reactions, but its formation is due to oxidation of the olefins by the H 2 O 2 produced by uncoupled turnover of the enzyme
Databáze:	OpenAIRE
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