Biocatalytic hydrolysis of meso and racemic aryl- and alkyl-oxiranes was accomplished by employing the epoxide hydrolase activity of the soluble fraction of Vicia sativa seedlings. Whereas meso epoxides were not hydrolyzed by this fraction, racemic compounds were transformed into the corresponding diols by formal anti-stereoselective water attack. Both substrate and product enantioselectivity were strongly influenced by the chains length and the presence of a hydroxyl group. (C) 2001 Elsevier Science B.V. All rights reserved.

Enantioselective hydrolysis of epoxides: the employment of the soluble fraction from Vicia sativa seedlings

CHIAPPE, CINZIA;
2001

Abstract

Biocatalytic hydrolysis of meso and racemic aryl- and alkyl-oxiranes was accomplished by employing the epoxide hydrolase activity of the soluble fraction of Vicia sativa seedlings. Whereas meso epoxides were not hydrolyzed by this fraction, racemic compounds were transformed into the corresponding diols by formal anti-stereoselective water attack. Both substrate and product enantioselectivity were strongly influenced by the chains length and the presence of a hydroxyl group. (C) 2001 Elsevier Science B.V. All rights reserved.
Chiappe, Cinzia; De Rubertis, A; Marioni, F; Pelagotti, F.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11568/68422
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