Efficient Regioselective Synthesis of the Crotonyl Polydatin Prodrug by Thermomyces lanuginosus Lipase: a Kinetics Study in Eco-friendly 2-Methyltetrahydrofuran
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- 作者：Zhao-Yu Wang ; Wen-Ying Du ; Zhang-Qun Duan…
- 刊名：Applied Biochemistry and Biotechnology
- 出版年：2016
- 出版时间：July 2016
- 年：2016
- 卷：179
- 期：6
- 页码：1011-1022
- 全文大小：578 KB
- 刊物类别：Chemistry and Materials Science
- 刊物主题：Chemistry
Biotechnology
Biochemistry - 出版者：Humana Press Inc.
- ISSN：1559-0291
- 卷排序：179
文摘
Bio-based solvents have recently been discussed as sustainable green and promising alternatives to conventional organic media for enzymatic processes. In this paper, highly regioselective synthesis of the 6″-O-crotonyl-polydatin catalyzed by Thermomyces lanuginosus lipase (TLL) in biomass-derived 2-methyltetrahydrofuran (2-MeTHF) was successfully performed for the first time. The results indicated that TLL lipase displayed significantly improved catalytic performance in 2-MeTHF than in other traditional solvents. Under the optimal conditions, the initial reaction rate, 6″-regioselectivity, and maximum substrate conversion were as high as 12.38 mM h−1, 100 %, and 100 %, respectively. Moreover, further investigations on the operational stability, kinetic parameters like Vmax, Km, Vmax/Km, and Ea revealed that 2-MeTHF exhibited excellent biocompatibility and rendered the greener process of the enzymatic acylation.KeywordsPolydatin6″-O-Crotonyl-polydatinEnzymatic acylationThermomyces lanuginosus lipase2-Methyltetrahydrofuran