ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Lipase-catalyzed hydrolysis of 2-(4-hydroxyphenyl)propionic acid ethyl ester to (R)-(−)-2-(4-hydroxyphenyl)propanoic acid

Xin Yuan, Panliang Zhang, Guangyong Liu, Weifeng Xu, and Kewen Tang

Hunan Institute of Science and Technology, Yueyang, China

E-mail: tangkewen@sina.com

Abstract: Stereoselective hydrolysis of (±)-2-(4-hydroxyphenyl)propionic acid ethyl ester (2-HPPAEE) by lipase catalyzed in aqueous system was investigated. Lipase AK with higher catalytic activity and enantioselectivity was selected as catalyst. Simultaneously, factors affecting the conversion of substrate (c) and the enantiomeric excess of product (ee_p) were optimized. The optimal conditions were established, involving 45 °C of temperature, 5.5 of pH, 10 mg of lipase AK dosage, 0.04 mmol of substrate dosage and 40 h of reaction time. Under the optimum conditions, c and ee_p could reach up to 49% and 98%, respectively.

Keywords: Kinetic resolution ; Lipase AK ; Hydrolysis ; 2-(4-Hydroxyphenyl) propionic acid ethyl ester 

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-019-00796-9

Chemical Papers 73 (10) 2461–2468 (2019)