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Lipase-catalyzed hydrolysis of (R,S)-2,3-diphenylpropionic methyl ester enhanced by hydroxypropyl-beta-cyclodextrin

机译:羟丙基 - β-环糊精增强(R,S)-2,3-二苯基丙酸甲酯的脂肪酶催化水解

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摘要

The enantioselective hydrolysis of (R,S)-2,3-diphenylpropionic methyl ester ((R,S)-2,3-2-PPAME) catalyzed by lipase to (R)-2,3-diphenylpropionic acid ((R)-2,3-2-PPA) was studied in an aqueous system. The catalytic effects of different types of lipase were compared, and Candida antarctica lipase A (CALA) with higher catalytic activity and enantioselectivity was selected. Hydroxypropyl-beta-cyclodextrin (HP-beta-CD) was added to the aqueous system to increase the solubility of 2,3-2-PPAME, which resulted in an increase of 35.56% in substrate conversion remaining the high enantiomeric excess. The factors influencing the substrate conversion and the optical purity of product such as temperature, pH, concentrations of CALA and HP-beta-CD, substrate loading, and reaction time were optimized. The optimal conditions for this reaction were obtained, including pH of 5.5, 30 mg/mL CALA, 25 mmol/L HP-beta-CD, 0.12 mmol substrate, temperature at 60 degrees C, agitation speed at 400 rpm, and 48 h for reaction time. Under these optimal conditions, the substrate conversion was up to 44.70% and the optical purity of the product (R)-2,3-2-PPA was up to 98.20%. This work provides an efficient alternative method for lipase-catalyzed enantioselective hydrolysis of 2,3-2-PPAME to (R)-2,3-2-PPA by beta-cyclodextrin inclusion in an aqueous reaction system of hydrolysis. (c) 2018 American Institute of Chemical Engineers Biotechnol.
机译:(R,S)-2,3-二苯基丙基酯((R,S)-2,3-2-pPAME)的映选择性水解由脂肪酶催化至(R)-2,3-二苯基丙酸((R)在水性系统中研究了-2,3-2-PPA)。比较不同类型脂肪酶的催化作用,选择具有较高催化活性和对映选择性的念珠菌抗原脂肪酶A(CALA)。将羟丙基 - β-环糊精(HP-Beta-CD)加入到水性体系中以增加2,3-2-PPAME的溶解度,这导致含有高对映体过量的底物转化率升高35.56%。优化影响基材转化率的因素和产品的光学纯度,例如CALA和HP-BETA-CD,底物负载和反应时间。得到该反应的最佳条件,包括pH为5.5,30mg / ml Cala,25mmol / L HP-Beta-Cd,0.12mmol底物,温度为60℃,搅拌速度为400rpm,48小时反应时间。在这些最佳条件下,基材转化率高于44.70%,产物(R)-2,3-2-PPA的光学纯度高达98.20%。该作品提供了通过在水解水溶液水溶液中的β-环糊精夹杂物的脂肪酶催化的脂肪酶催化对映选择性水解的脂肪酶催化对映选择性水解方法。 (c)2018美国化学工程师学院Biotechnol。

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