Enhancement of enantioselectivity in the optical resolution of primary alcohols with modified cyclodextrin colyophilized lipase

摘要

Colyophilization of lipase was carried out with immobilized beta-cyclodextrins (beta-CyD) bearing methyl, acetyl, benzoyl, and nicotinoyl substituents. The colyophilizates enhanced stereoselectivity in the acylation of several alcohols. The enantioselectivity in the acylation of ethyl-1-hydroxymethyl- phenylphosphine oxide using colyophilized lipase with nicotinoyl-beta-CyD increased approximately threefold (from E = 34 to E = 113). The amphiphilic character of modified CyDs has been found to influence the enhancement of enantioselectivity.