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Title 

Improved enantioselectivity of Candida rugosa lipase towards ketoprofen ethyl ester by a simple two-step treatment

Authors 

Min Gon KimEun Gyo LeeBong Hyun Chung

Publisher 

Elsevier

Issue Date 

2000

Citation 

Process Biochemistry, vol. 35, no. 9, pp. 977-982

Keywords 

Candida rugosa lipase(S)-Ketoprofen(R,S)-Ketoprofen ethyl esterEnantioselective hydrolysisAcetone treatment

Abstract 

A novel two-step acetone treatment method was developed to improve the enantioselectivity of Candida rugosa lipase (CRL) towards the hydrolysis of (R,S)-ketoprofen ethyl ester. After two-step acetone treatment of crude CRL, the CRL was harvested as precipitates and used for the production of optically pure (S)-ketoprofen. The specific activity of two-step acetone- treated CRL was 2.05 kU/mg protein, which corresponds to a 2-fold increase over that of crude CRL. The two-step acetone-treated CRL was considerably more enantioselective than the crude CRL towards (R,S)-ketoprofen ethyl ester, yielding an enantiomeric excess (% ee(p)) of about 100% and an enantiomeric ratio (E) of > 100. The hydrolysis activity of acetone-treated CRL increased with an increase in reaction temperature but the enantiomeric excess was > 99% regardless of reaction temperature. The production of optically pure (S)-ketoprofen was performed for 108 h in a scaled-up batch reactor containing 200 g of (R,S)-ketoprofen ethyl ester. Consequently, about 90 g of (S)-ketoprofen with an optical purity of 98% was recovered from the reaction mixture.

ISSN 

0032-9592

Appears in Collections

1. Journal Articles > Journal Articles

Registered Date

2017-04-19


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