Lipase-Catalyzed Hydrolysis of (R,S)-2,3-Diphenylpropionic Methyl Ester Enhanced by Hydroxypropyl-β-Cyclodextrin

Lipase-Catalyzed Hydrolysis of (R,S)-2,3-Diphenylpropionic Methyl Ester Enhanced by Hydroxypropyl-β-Cyclodextrin
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羟丙基-β-环糊精增强的脂肪酶催化水解 (R,S)-2,3-二苯基丙酸甲酯

DOI:
10.1002/btpr.2716
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发表时间:
2018
影响因子:
2.9
通讯作者:
唐课文
唐课文
中科院分区:
工程技术4区
文献类型:
--
作者:
成晴;刘光勇;张盼良;许卫风;唐课文

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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, andCandida antarcticalipase A (CALA) with higher catalytic activity and enantioselectivity was selected. Hydroxypropyl‐β‐cyclodextrin (HP‐β‐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‐β‐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‐β‐CD, 0.12 mmol substrate, temperature at 60 °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 β‐cyclodextrin inclusion in an aqueous reaction system of hydrolysis. © 2018 American Institute of Chemical EngineersBiotechnol. Prog., 34:1355–1362, 2018