SUBSTRATE ENANTIOSELECTIVITY IN THE RABBIT LIVER MICROSOMAL EPOXIDE HYDROLASE CATALYZED-HYDROLYSIS OF TRANS AND CIS 1-PHENYLPROPENE OXIDES - A COMPARISON WITH STYRENE OXIDE

Authors
BELLUCCI G CHIAPPE C CORDONI A MARIONI F
Citation
G. Bellucci et al., SUBSTRATE ENANTIOSELECTIVITY IN THE RABBIT LIVER MICROSOMAL EPOXIDE HYDROLASE CATALYZED-HYDROLYSIS OF TRANS AND CIS 1-PHENYLPROPENE OXIDES - A COMPARISON WITH STYRENE OXIDE, Tetrahedron : asymmetry, 4(6), 1993, pp. 1153-1160
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
4
Issue
6
Year of publication
1993
Pages
1153 - 1160
Database
ISI
SICI code
0957-4166(1993)4:6<1153:SEITRL>2.0.ZU;2-F
Abstract
A preferential consumption of the (IS,2S) enantiomer of (+/-)-trans-1- phenylpropene oxide (3) and of the (1R,2S) enantiomer of cis-1-phenylp ropene oxide (5) is observed during the rabbit liver mEH catalyzed hyd rolysis of these epoxides. This preference is, respectively, much lowe r and much higher than that found for the consumption of the (R) enant iomer in the hydrolysis of (+/-)-styrene oxide. These results are rati onalized in terms of the K(M) and V(max) of the respective reactions.