Enantioselective epoxidation of linolenic acid catalysed by cytochrome P450(BM3) from Bacillus megaterium.
Cytochrome P450(BM3), from Bacillus megaterium, catalyses the epoxidation of linolenic acid yielding 15,16-epoxyoctadeca-9,12-dienoic acid with complete regio- and moderate enantio-selectivity (60% ee). The absolute configuration of the product is tentatively assigned as 15(R),16(S)-. The Michaelis-Menten parameters kcat and Km for the reaction were determined to be 3126 +/- 226 min(-1) and 24 +/- 6 microM respectively.
Celik
Ayhan
A
School of Chemistry, University of Edinburgh, King's Buildings, West Mains Road, Edinburgh, UK EH9 3JJ.
Sperandio
Davide
D
Speight
Robert E
RE
Turner
Nicholas J
NJ
D001410:Bacillus megaterium / Q000201:enzymology*; D002384:Catalysis; D003577:Cytochrome P-450 Enzyme System / Q000378:metabolism*; D004852:Epoxy Compounds / Q000378:metabolism*; D013237:Stereoisomerism; D017962:alpha-Linolenic Acid / Q000378:metabolism*
D004852:Epoxy Compounds; D017962:alpha-Linolenic Acid; D003577:Cytochrome P-450 Enzyme System