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Synthesis of (S)-3-chloro-1-phenylpropanol by permeabilized recombinant Escherichia coli harboring Saccharomyces cerevisiae YOL151W reductase in 2-methyltetrahydrofuran cosolvent system

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논문

Synthesis of (S)-3-chloro-1-phenylpropanol by permeabilized recombinant Escherichia coli harboring Saccharomyces cerevisiae YOL151W reductase in 2-methyltetrahydrofuran cosolvent system

학술지

Catalysis communications

저자명

Tian, Yanjun; Ma, Xiaoqiang; Yang, Meng; Wei, Dongzhi; Su, Erzheng

초록

<P><B>Abstract</B></P> <P>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 <I>Escherichia coli</I> containing the YOL151W reductase and <I>Escherichia coli</I> containing <SMALL>D</SMALL>-glucose dehydrogenase to regenerate NADPH. By optimization, 30mM 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.</P> <P><B>Highlights</B></P> <P> <UL> <LI> 2-Methyltetrahydrofuran was employed to construct cosolvent system. </LI> <LI> Synthesis of (S)-3-chloro-1-phenylpropanol was fulfilled in the cosolvent system. </LI> <LI> 2-Methyltetrahydrofuran can be a promising cosolvent for water-insoluble prochiral ketones. </LI> </UL> </P>

발행연도

2017

발행기관

Elsevier

ISSN

1566-7367

97

페이지

pp.56-59

주제어

Prochiral ketones; (S)-3-chloro-1-phenylpropanol; 2-Methyltetrahydrofuran; YOL151W reductase; Permeabilized cells

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논문; 2017-07-01

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