Tetrahedron

Substrate specificity and enantioselectivity of penicillinacylase catalyzed hydrolysis of phenacetyl esters of synthetically useful carbinols

C Fuganti, P Grasselli, S Servi, A Lazzarini, P Casati

文献索引：Fuganti, Claudio; Grasselli, Piero; Servi, Stefano; Lazzarini, Ameriga; Casati, Paolo Tetrahedron, 1988 , vol. 44, # 9 p. 2575 - 2582

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被引用次数: 44

摘要

Penicillinacylase from E. coli, immoblized on Eupergit C beads catalyzes the hydrolysis in water/CH3CN 10: 1, at pH 7.5 and 23° C, of a set of O-phenylacetate esters of primary carbinols. The highest enantioselectivity is observed in the case of the 2, 2-dimethyl-1, 3- dioxolane-4-methanols structurally related to the penicillin (1) framework. Minor modifications of this basic structure are not altering the acceptability by the enzyme, but ...