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Lipase-catalyzed condensation of p-methoxyphenethyl alcohol and carboxylic acids with different steric and electrical properties in acetonitrile

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Abstract

The substrate selectivity of Candida antarctica lipase for various carboxylic acids was systematically investigated for their condensation with p-methoxyphenethyl alcohol in acetonitrile. The electron density of a carboxylic carbon and the projection area of an acid molecule were numerical indicators for evaluating the substrate selectivity. Both the electron density and projection area had an influence on the V/K m value, while only the projection area affected the K m value. The presence of conjugation with a carboxyl group in an acid and a branched structure in the non-carboxylic region independently lowered the V/K m value by an order of 1.

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Authors and Affiliations

  1. Division of Food Science and Biotechnology, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan

    Takashi Kobayashi, Shuji Adachi & Ryuichi Matsuno

Authors
  1. Takashi Kobayashi
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  2. Shuji Adachi
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  3. Ryuichi Matsuno
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Correspondence to Shuji Adachi.

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Kobayashi, T., Adachi, S. & Matsuno, R. Lipase-catalyzed condensation of p-methoxyphenethyl alcohol and carboxylic acids with different steric and electrical properties in acetonitrile. Biotechnology Letters 25, 3–7 (2003). https://doi.org/10.1023/A:1021799825272

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  • DOI: https://doi.org/10.1023/A:1021799825272

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