Dynamic kinetic resolution of suprofen thioester by lipase catalyzed hydrolysis in organic solvent

碩士 === 國立成功大學 === 化學工程學系 === 87 === Based on the enzyme (S)-enantioselectivity and activity, lipase CR and lipase MY were selected as the best enzymes from the six lipases that have been employed in the kinetic resolution of racemic 2,2,2-trifluoroethyl Suprofen thioester. An irreversible enzymatic...

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Bibliographic Details
Main Authors: Chun Nan Lin, 林春男
Other Authors: Shau Wei Tsai
Format: Others
Language:zh-TW
Published: 1999
Online Access:http://ndltd.ncl.edu.tw/handle/65581325186191487740
Description
Summary:碩士 === 國立成功大學 === 化學工程學系 === 87 === Based on the enzyme (S)-enantioselectivity and activity, lipase CR and lipase MY were selected as the best enzymes from the six lipases that have been employed in the kinetic resolution of racemic 2,2,2-trifluoroethyl Suprofen thioester. An irreversible enzymatic Michaelis-Menten kinetics coupled with a first-order reversible model of racemization for the thioesters by trioctylamine was applied to simulate the time-course behaviors of the substrate, in which agreements between the theoretical and experimental results were found. The results also indicated that a higher conversion with an improved optical purity for the desired product was obtained by using the dynamic kinetic resolution. Moreover, trioctylamine was not only acted as a catalyst in racemization, but also could enhance the lipase activity and stability. The organic phase containing trioctylamine could be recovered and reused after extracting (S)-Suprofen from the reaction medium by an alkaline aqueous solution.