ORGANIC COSOLVENTS RESTORE THE INHERENTLY HIGH ENANTIOMERIC RATIO OF LIPASE-B FROM CANDIDA-ANTARCTICA IN HYDROLYTIC RESOLUTION BY RELIEVINGTHE ENANTIOSPECIFIC INHIBITION OF PRODUCT ALCOHOL

Authors
LUNDHAUG K OVERBEEKE PLA JONGEJAN JA ANTHONSEN T
Citation
K. Lundhaug et al., ORGANIC COSOLVENTS RESTORE THE INHERENTLY HIGH ENANTIOMERIC RATIO OF LIPASE-B FROM CANDIDA-ANTARCTICA IN HYDROLYTIC RESOLUTION BY RELIEVINGTHE ENANTIOSPECIFIC INHIBITION OF PRODUCT ALCOHOL, Tetrahedron : asymmetry, 9(16), 1998, pp. 2851-2856
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
9
Issue
16
Year of publication
1998
Pages
2851 - 2856
Database
ISI
SICI code
0957-4166(1998)9:16<2851:OCRTIH>2.0.ZU;2-P
Abstract
The enantiomeric ratio in the hydrolysis of racemic 3-chloro-1-phenylm ethoxy-2-propyl butanoate with lipase B from Candida antarctica, CALB, is raised from E=50 to E=180 upon addition of acetone to the aqueous medium. This co-solvent effect is now explained as an enantiospecific inhibition of the lipase by the liberated alcohol. In the range from 0 to 30% acetone, the effect correlates with the increased solubility o f the alcohol in the reaction medium. Free and immobilized CALB show s imilar behaviour. (C) 1998 Elsevier Science Ltd. All rights reserved.