Product enantioselectivity of the microsomal and cytosolic epoxide hydrolase catalysed hydrolysis of meso epoxides
Abstract
1,2-Epoxycycloalkanes from C5 to C8 and cis-stilbene oxide are respectively hydrolysed to the corresponding (–)-(R,R)-trans-diols and to (+)-(R,R)-1,2-diphenylethane-1,2-diol by both the microsomal and the cytosolic epoxide hydrolase of rabbit liver, the former enzyme being more active and giving higher enantiomeric excesses.