Journal
CATALYSIS COMMUNICATIONS
Volume 97, Issue -, Pages 56-59Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.catcom.2017.04.017
Keywords
Prochiral ketones; (S)-3-chloro-1-phenylpropanol; 2-Methyltetrahydrofuran; YOL151W reductase; Permeabilized cells
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Funding
- Open Funding Project of the State Key Laboratory of Bioreactor Engineering
- Six Talent Peaks Project in Jiangsu Province [2015-JY-016]
- China Postdoctoral Science Foundation [2016M600417]
- Priority Academic Program Development of Jiangsu Higher Education Institutions, PAPD
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2-methyltetrahydrofuran, an ecofriendly substitute for traditional organic solvents, was employed to construct cosolvent system for synthesis of (S)-3-chloro-1-phenylpropanol by permeabilized recombinant Escherichia coil containing the YOL151W reductase and Escherichia coil containing D-glucose dehydrogenase to regenerate NADPH. By optimization, 30 mM 3-chloro-1-phenyl-1-propanone could be efficiently converted to (S)-3-chloro-1-phenylpropanol with a yield of 98.6% and enantiomeric excess of more than 99.9% in 3% (v/v) of 2-methyltetrahydrofuran, 2% (v/v) of Triton X-100 and Tris-HCl buffer coslovent system. The application of 2-methyltetrahydrofuran has proved to be a promising cosolvent for asymmetric reduction of water-insoluble prochiral ketones.
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