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Asymmetric reduction of 3-oxo-3-phenylpropionic acid ethyl ester by undifferentiated cells of white turnip in phosphate buffer/organic solvent

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Abstract

Ethyl (S)-3-hydroxy-3-phenylpropionate was synthesized by asymmetric reduction of 3-oxo-3-phenylpropionic acid ethyl ester with undifferentiated cells of white turnip in phosphate buffer/organic solvent. The conversion increased with the LogP oct of organic solvent increase. The phosphate buffer (0.2 mol/L, pH 7.0)/dodecane was selected as optimum medium for reduction. The optimal content of dodecane in medium is 10% (v). The conversion decreased with initial substrate concentration increase. Addition of more biomass of plant cells and 10% ethanol as co-substrate can improve conversion. The plant cells can be reused well for three times. The enantiomeric excess of ethyl (S)-3-hydroxy-3-phenylpropionate reached 100% with 1% allyl bromide as inhibitor.

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Authors and Affiliations

  1. Pharmaceuticals College, Zhejiang University of Technology, Hang Zhou, 310014, China

    Zhimin Ou, Qingmei Chen & Gensheng Yang

  2. Pathology Department, Zhejiang Province People’s Hospital, Hang Zhou, 310014, China

    Li Xu

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  1. Zhimin Ou
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  2. Qingmei Chen
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  3. Gensheng Yang
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  4. Li Xu
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Correspondence to Zhimin Ou.

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Ou, Z., Chen, Q., Yang, G. et al. Asymmetric reduction of 3-oxo-3-phenylpropionic acid ethyl ester by undifferentiated cells of white turnip in phosphate buffer/organic solvent. Korean J. Chem. Eng. 28, 378–382 (2011). https://doi.org/10.1007/s11814-010-0353-x

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  • DOI: https://doi.org/10.1007/s11814-010-0353-x

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