PLE CATALYZED HYDROLYZES OF ALPHA-SUBSTITUTED ALPHA-HYDROXY ESTERS - THE INFLUENCE OF THE SUBSTITUENTS

H MOORLAG, RM KELLOGG

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Samenvatting

The enzymatic hydrolyses of a variety of alpha-substituted mandelic and lactic esters using pig liver esterase (PLE) have been investigated. High to moderate enantioselectivity was found for various alpha-substituted mandelic esters, whereas PLE showed low to no enantioselectivity for alpha-substituted lactic esters. We observed that the enantioselectivity of PLE depends strongly on the length and nature of the substituent at the alpha-position. Some consequences for an active site model of PLE are discussed.

Originele taal-2English
Pagina's (van-tot)705-720
Aantal pagina's16
TijdschriftTetrahedron-Asymmetry
Volume2
Nummer van het tijdschrift7
StatusPublished - 1991

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