Candida rugosa lipase-catalyzed production of optically pure S-(+)-ketoprofen = Candida rugosa 리파제를 이용한 광학적으로 순수한 S-(+)-Ketoprofen의 생산

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Title
Candida rugosa lipase-catalyzed production of optically pure S-(+)-ketoprofen = Candida rugosa 리파제를 이용한 광학적으로 순수한 S-(+)-Ketoprofen의 생산
Author(s)
Min-Gon Kim; Sun Ja Choi; Won A Choi; Chul Ho Kim; Bong Hyun Chung
Bibliographic Citation
Korean Journal of Biotechnology and Bioengineering, vol. 14, no. 2, pp. 225-229
Publication Year
1999
Abstract
Enzymatic resolution reactions were investigated using Candida rugosa lipase for the production of potically pure S-(+)-Ketoprofen. When the enzymatic hydroysis (and esterification) of recemic ketoprofen esters (and recemic ketoprofen with alcohol) was investigated comparatively, aqueous media was more specific for S-enantiomer than organic media. In the enzymatic hydrolysis of racemic ketoprofen ethyl ester in aqueous media, optimal temperature and pH for enantioselectivity were 37℃ and 4, respectively. The stereoselectivity of the enzyme was enhanced by adding dialcohols such as ethylene glycol and propylene glycol. The enantiomeric ratio obtained in the 40 %(v/v) ethylene glycol was 2-fold higher than that without the additive. By adding CH2CI2, CHCI3 and CCI4 (5%,v/v), the enantioselectivity was reversed. A dramatic increase in the stereoselectivity was achieved using lipase purified by anion exchange chromatography. The type A lipase(the first eluted lipase fraction) showed an enantiomeric ratio of >100, whereas the type B lipase(the second eluted lipase fraction) exhibited enantimomer ratio of 9.0 in the hydrolysis of racemic ketoprofen ethyl ester
Keyword
S-(+)-ketoprofencandida rugosa lipasestereoselectivity
ISSN
1225-7117
Publisher
South Korea
Type
Article
Appears in Collections:
Jeonbuk Branch Institute > Microbial Biotechnology Research Center > 1. Journal Articles
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