Understanding and Engineering the Enantioselectivity of Candida antarctica Lipase B towards sec-Alcohols
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Combinatorial Library Based Engineering of Candida antarctica Lipase A for Enantioselective Transacylation of sec-Alcohols in Organic Solvent**
A method for determining lipase enantioselectivity in the transacylation of sec-alcohols in organic solvent was developed. The method was applied to a model library of Candida antarctica lipase A (CalA) variants for improved enantioselectivity (E values) in the kinetic resolution of 1-phenylethanol in isooctane. A focused combinatorial gene library simultaneously targeting seven positions in th...
متن کاملKinetic study of 2 - butanol O - acylation and sec - butylamine N - acylation catalyzed by 1 Candida antarctica lipase B . 2 3
13 The aim of this work was to study the differential behavior shown by Candida antarctica 14 lipase B during the O-acylation and N-acylation of monofunctional alcohols and 15 monofunctional amines. To achieve this, 2-butanol and sec-butylamine were used as model 16 molecules. Yields, kinetics and enantioselectivity were studied for both reactions. Although a 17 steady-state ordered ternary com...
متن کاملInfluence of delta-functional groups on the enantiorecognition of secondary alcohols by Candida antarctica lipase B.
The selectivity of acetylation of delta-functionalized secondary alcohols catalyzed by Candida antarctica lipase B has been examined by molecular dynamics. The results from the simulation show that a delta-alcohol functionality forms a hydrogen bond with the carbonyl group of Thr 40. This interaction stabilizes the tetrahedral intermediate and thus leads to selective acetylation of the R enanti...
متن کاملModelling of Enantioselectivity in Candida antarctica Lipase B
Enzyme selectivity towards a particular enantiomeric configuration of substrate is necessarily governed by chemical and spatial relationships between the substrate and the enzyme binding cavity. In the case of Candida antarctica lipase B experimental evidence shows that enantioselectivity of the enzyme towards the alcohol moiety 3-methyl-2-butanol varies significantly with respect to the chain ...
متن کاملSol-gel entrapped Candida antarctica lipase B--a biocatalyst with excellent stability for kinetic resolution of secondary alcohols.
Sol-gel entrapment is an efficient immobilization technique that allows preparation of robust and highly stable biocatalysts. Lipase from Candida antarctica B was immobilized by sol-gel entrapment and by sol-gel entrapment combined with adsorption on Celite 545, using a ternary silane precursor system. After optimization of the immobilization protocol, the best enzyme loading was 17.4 mg/g supp...
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