DIFFERENT ENANTIOSELECTIVITY AND REGIOSELECTIVITY OF THE CYTOSOLIC AND MICROSOMAL EPOXIDE HYDROLASE CATALYZED-HYDROLYSIS OF SIMPLE PHENYL-SUBSTITUTED EPOXIDES

Authors
BELLUCCI G CHIAPPE C CORDONI A MARIONI F
Citation
G. Bellucci et al., DIFFERENT ENANTIOSELECTIVITY AND REGIOSELECTIVITY OF THE CYTOSOLIC AND MICROSOMAL EPOXIDE HYDROLASE CATALYZED-HYDROLYSIS OF SIMPLE PHENYL-SUBSTITUTED EPOXIDES, Tetrahedron letters, 35(24), 1994, pp. 4219-4222
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
24
Year of publication
1994
Pages
4219 - 4222
Database
ISI
SICI code
0040-4039(1994)35:24<4219:DEAROT>2.0.ZU;2-2
Abstract
The cytosolic (cEH) and the microsomal epoxide hydrolase (mEH) hydroly se styrene oxide and trans-1-phenylpropene oxide with different enanti oselectivity and regioselectivity. While mEH always leads to a regiosp ecific and enantioselective opening at the non-benzylic oxirane carbon , cEH gives a non-regioselective and non-enantioselective attack to st yrene oxide and a regiospecific and non-enantioselective snack at the benzylic carbon of 1-phenylpropene oxide.