Ultrasound-promoted Lipase-catalyzed Enantioselective Transesterification of (R,S)-Glycidol

Chemical Research in Chinese Universities ›› 2011, Vol. 27 ›› Issue (5): 845-849.

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Ultrasound-promoted Lipase-catalyzed Enantioselective Transesterification of (R,S)-Glycidol

AN Bai-yi¹, XIE Xiao-na², XUN Er-na¹, WANG Jia-xin¹, WANG Ren¹, SUN Ruo-xi³, WANG Lei^1* and WANG Zhi^1*

1. Key Laboratory for Molecular Enzymology and Engineering, Ministry of Education, Jilin University, Changchun 130012, P. R. China;
2. Department of Endocrinology, the First Hospital of Jilin University, Changchun 130021, P. R. China;
3. College of Life Science, Jilin University, Changchun 130012, P. R. China

Received:2010-11-26 Revised:2011-03-03 Online:2011-09-25 Published:2011-09-06
Contact: WANG Zhi;WANG Lei E-mail:wangzhi@jiu.edu.cn; w_lei@jiu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(Nos.20803028, 31070708, 30870539), the Scientific Research Fund of Jilin University, China(No.200903099) and the Graduate Innovation Fund of Jilin University, China (No.20091013).

Abstract

Abstract: Enantioselective transesterification of glycidol with vinyl butyrate as an acyl donor was investigated in the presence of Bacillus subtilis lipase(BSL2) as catalyst. Comparison studies demonstrate the advantage of ultrasound over the conventional shaking for the enzymatic reaction in non-aqueous media. The effects of reaction conditions(ultrasound power, temperature, water activity and pH) on the activity and enantioselectivity were also investigated. Under the optimum conditions, the synthetic activity of BSL2 was 2.95 μmol·min?1·mg?1 and the enantioselectivity(E value) was 52.2. Compared with conventional shaking, ultrasound made the synthetic activity and the enantioselectivity increase 9.5-fold and 1.4-fold, respectively. Furthermore, the repeated use of BSL2 for five cycles resulted in no obvious loss of enzyme activity, suggesting that the enzyme is stable under low power ultrasound conditions.

Key words: Activity, Enantioselectivity, Glycidol, Lipase, Resolution, Ultrasound

AN Bai-yi, XIE Xiao-na, XUN Er-na, WANG Jia-xin, WANG Ren, SUN Ruo-xi, WANG Lei* and WANG Zhi*. Ultrasound-promoted Lipase-catalyzed Enantioselective Transesterification of (R,S)-Glycidol[J]. Chemical Research in Chinese Universities, 2011, 27(5): 845-849.

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Ultrasound-promoted Lipase-catalyzed Enantioselective Transesterification of (R,S)-Glycidol

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