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Bioreduction of 3,5-bis(trifluoromethyl)acetophenone using ionic liquid as a co-solvent catalyzed by recombinant Escherichia coli cells

Paper ID Volume ID Publish Year Pages File Format Full-Text
2847 137 2015 7 PDF Available
Title
Bioreduction of 3,5-bis(trifluoromethyl)acetophenone using ionic liquid as a co-solvent catalyzed by recombinant Escherichia coli cells
Abstract

•A novel quaternary ammonium-based ionic liquid was firstly evaluated in bioreduction.•Reduction of BTAP to (R)-BTPE was conducted in a [N1,1,1,1][Cys]-containing system.•Using [N1,1,1,1][Cys] as co-solvent can improve the whole cell-mediated reduction.•The product titer, yield and productivity are 252.7 g/L, 98.7% and 21.058 g/(L h).•The bioreduction process is feasible on a 5-L fermentor preparative scale.

We investigated the asymmetric bioreduction of 3,5-bis(trifluoromethyl) acetophenone (BTAP) to (R)-[3,5-bis(trifluoromethyl) phenyl] ethanol ((R)-BTPE) in a hydrophilic quaternary ammonium-based ionic liquid (IL)-containing system to improve the efficiency of bioreduction catalyzed by recombinant Escherichia coli cells overexpressing carbonyl reductase. Based on the low toxicity to microbial cells and moderately increased cell membrane permeability, tetramethylammonium cysteine ([N1,1,1,1][Cys]) was selected and employed as co-solvent. Some key reaction parameters involved in the bioreduction were also investigated in the [N1,1,1,1][Cys]-containing system. The optimum conditions for the process were found to be: 3.5% (w/v) [N1,1,1,1][Cys], 20% (v/v) isopropanol, 1 M BTAP, 12.7 g/L of recombinant E. coli cells, pH 6.8, reaction for 12 h at 30 °C. A 98.7% yield (with >99 % of enantiomeric excess (ee)) was obtained under the optimum conditions. The biocatalytic process was scaled up to a 5 L fermentor afforded high reaction yield in IL-containing system. The results demonstrated that the IL [N1,1,1,1][Cys] is a useful co-solvent to improve bioreduction process and may has potential applications in various biocatalytic reactions.

Keywords
Asymmetric bioreduction; Recombinant DNA; Bioprocess design; Ionic liquid-containing system; Fed-batch culture
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Bioreduction of 3,5-bis(trifluoromethyl)acetophenone using ionic liquid as a co-solvent catalyzed by recombinant Escherichia coli cells
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Publisher
Database: Elsevier - ScienceDirect
Journal: Biochemical Engineering Journal - Volume 101, 15 September 2015, Pages 119–125
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