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Kinetic resolution of (R,S)-ethyl 2-chloromandelate in biphasic media using hydrolase of Klebsiella oxytoca

Paper ID Volume ID Publish Year Pages File Format Full-Text
18543 42725 2006 6 PDF Available
Title
Kinetic resolution of (R,S)-ethyl 2-chloromandelate in biphasic media using hydrolase of Klebsiella oxytoca
Abstract

For the first time, the hydrolytic resolution of (R,S)-ethyl 2-chloromandelate in biphasic media by using hydrolase of Klebsiella oxytoca as a promising biocatalyst is reported for producing the desired (R)-ethyl 2-chloromandelate as an important intermediate for the synthesis of Clopidogrel. Effects of various operating parameters on the enzyme activity and enantioselectivity were systematically studied, from which the optimal condition of using isooctane as the organic phase, enzyme concentration of 2 mg/ml, temperature of 55 °C, and pH 6 of the aqueous phase was selected. The kinetic constants k2R = 4.6 × 10−3 mmol/h g, k2S = 18.2 mmol/h g, kmR = 0.72 mM, kmS = 0.90 mM, and KI = 65.5 mM were further estimated from the kinetic analysis at the optimal condition. By considering the acid product inhibition and non-enzymatic hydrolysis for the enzymatic resolution, good agreements of the time-course conversions from experiments and the theoretical prediction were also obtained.

Keywords
K. oxytoca hydrolase; (R,S)-Ethyl 2-chloromandelate; Hydrolytic resolution; Biphasic media
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Kinetic resolution of (R,S)-ethyl 2-chloromandelate in biphasic media using hydrolase of Klebsiella oxytoca
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Publisher
Database: Elsevier - ScienceDirect
Journal: Enzyme and Microbial Technology - Volume 39, Issue 4, 2 August 2006, Pages 930–935
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us