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Biocatalytic anti-Prelog stereoselective reduction of ethyl acetoacetate catalyzed by whole cells of Acetobacter sp. CCTCC M209061

Paper ID Volume ID Publish Year Pages File Format Full-Text
23601 43456 2013 9 PDF Available
Title
Biocatalytic anti-Prelog stereoselective reduction of ethyl acetoacetate catalyzed by whole cells of Acetobacter sp. CCTCC M209061
Abstract

The biocatalytic anti-Prelog stereoselective reduction of ethyl acetoacetate (EAA) to ethyl (R)-3-hydroxybutyrate {(R)-EHB} was successfully conducted in the aqueous system using immobilized Acetobacter sp. CCTCC M209061 cells. Among various microorganisms tested, Acetobacter sp. CCTCC M209061 gave the best performance and showed great potential for the bioreduction of EAA to (R)-EHB. Acetobacter sp. CCTCC M209061 cells were immobilized on calcium alginate and then coated with chitosan, and the immobilized cells clearly surpassed the free cells in terms of better thermal stability, storability and recyclability. The optimal co-substrate for the reaction was found to be glucose. The optimal substrate concentration, buffer pH, glucose concentration, reaction temperature, biocatalyst concentration and shaking speed were 35.0 mmol/L, 5.5, 80.0 mmol/L, 35 °C, 0.45 g/mL and 200 rpm, respectively. Under the optimized conditions, the initial reaction rate, the yield and the enantiomeric excess (e.e.) of the product were 1.28 μmol/min, 82.6% and above 99.0%, respectively, which were much higher than those reported previously. The efficient whole-cell biocatalytic process was feasible on a 500-mL preparative scale, and the immobilized cells showed excellent operational stability and could be re-used for at least 10 batches. Additionally, the product e.e. constantly remained above 99.0% regardless of re-use cycles of the biocatalyst.

► Acetobacter sp. efficiently catalyzed asymmetric reduction of EAA to (R)-EHB. ► The immobilization clearly boosted the stability and recyclability of the cells. ► Higher yield and product e.e. were obtained with immobilized Acetobacter sp. cell. ► The efficient biocatalytic process was feasible on a 500-mL preparative scale.

Keywords
Acetobacter sp. CCTCC M209061 cell; Immobilization; Biocatalytic anti-Prelog reduction; Ethyl acetoacetate; Ethyl (R)-3-hydroxybutyrate
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Biocatalytic anti-Prelog stereoselective reduction of ethyl acetoacetate catalyzed by whole cells of Acetobacter sp. CCTCC M209061
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Biotechnology - Volume 163, Issue 3, 10 February 2013, Pages 292–300
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