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High-yield production of enantiopure 2-hydroxy-2-(2′-chlorophenyl) acetic acid by long-term operation of a continuous packed bed reactor

Paper ID Volume ID Publish Year Pages File Format Full-Text
2774 131 2016 7 PDF Available
Title
High-yield production of enantiopure 2-hydroxy-2-(2′-chlorophenyl) acetic acid by long-term operation of a continuous packed bed reactor
Abstract

•Stability and reusability of an esterase were remarkably enhanced by immobilization.•A continuous packed bed reactor was constructed using the immobilized esterase.•(R)-2-hydroxy-2-(2′-chlorophenyl) acetate was efficiently prepared in the reactor.•The continuous process was stably operated for 42 d with STY of 3.34 kg L−1 d−1.

We recently described the development of a versatile and efficient esterase (rPPE01W187H) for the preparation of enantiopure 2-hydroxy acids. Herein, a primary amino-functionalized resin (ESR-1) was selected for immobilizing rPPE01W187H, and the resulting immobilized enzyme, rPPE01W187H@ESR-1, exhibited notably enhanced stability. No obvious inactivation was observed for rPPE01W187H@ESR-1 following its incubation at 30 °C for 1440 h, whereas the half-life of the free enzyme was only 50.2 h under the same conditions. A continuous process was subsequently developed using rPPE01W187H@ESR-1 in a packed bed reactor, which allowed for the immobilized enzyme to be conveniently recycled. The space-time yield for biocatalytic resolution of 2-acetoxy-2-(2′-chlorophenyl)acetate in this packed bed reactor reached as high as 3.34 kg L−1 d−1 following the optimization of the critical process parameters, including the initial pH, H:D ratio and flow direction. Further investigation of the operational stability indicated that the enzymatic process could be continuously operated for at least 42 d with approximately 50% conversion and nearly perfect optical purity, giving an outstanding total turnover number of 1.13 × 107 for rPPE01W187H. The continuous, long-term and high-performance manufacturing process developed in this study therefore highlights the potential feasibility of using rPPE01W187H for the large-scale production of optically pure chiral 2-hydroxy acids.

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Keywords
Biocatalysis; Enantioseparation; Immobilized enzyme; Packed bed bioreactor; Chiral hydroxy acids; (R)-2-hydroxy-2-(2′-chlorophenyl)acetate
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High-yield production of enantiopure 2-hydroxy-2-(2′-chlorophenyl) acetic acid by long-term operation of a continuous packed bed reactor
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Publisher
Database: Elsevier - ScienceDirect
Journal: Biochemical Engineering Journal - Volume 107, 15 March 2016, Pages 45–51
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