Organic co-solvents restore the inherently high enantiomeric ratio of lipase B from Candida antarctica in hydrolytic resolution by relieving the enantiospecific inhibition …
K Lundhaug, PLA Overbeeke, JA Jongejan…
Index: Lundhaug, Kamilla; Overbeeke, P.L. Antoine; Jongejan, Jaap A.; Anthonsen, Thorleif Tetrahedron Asymmetry, 1998 , vol. 9, # 16 p. 2851 - 2856
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Citation Number: 31
Abstract
The enantiomeric ratio in the hydrolysis of racemic 3-chloro-1-phenylmethoxy-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 of the alcohol in the reaction ...
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