Engineering the selectivity of aliphatic C–H bond oxidation catalysed by cytochrome P450cam

Abstract
The regioselectivity of the catalytic hydroxylation of phenylcyclohexane 1 by cytochrome P450cam can be altered dramatically by site-directed mutagenesis: the Y96F single site mutant gives 81%cis-3-phenylcyclohexanol 2, with 22% enantiomeric excess (ee), while the Y96F–V247A double mutant gives 97% 2 with 42% ee and the Y96F–V247L double mutant gives 83%trans-4-phenylcyclohexanol 4.