Enantioselective Hydrolysis of α-Cyano-3-phenoxybenzyl Acetate with Arthrobacter Lipase(Microbiology & Fermentation Industry)

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概要

• 論文の詳細を見る

• Lipase-catalyzed enantioselective hydrolysis of the acetic ester of racemic α-cyano-3-phenoxybenzyl alcohol (CPBA) was examined to prepare (S)-CPBA. Most of the Upases tested hydrolyzed (S)-CPBA acetate preferentially, while Candida cylindracea lipase favored (R)-CPBA acetate. Enantioselective hydrolysis by Arthrobacter lipase gave the optically pure (S')-CPBA in the reaction mixture of pH 4.0. The kinetic studies showed that (R)-CPBA acetate reacted as a competitive inhibitor. The Arthrobacter lipase solution in the water/oil biphasic reaction system could be used repeatedly. The lipase immobilized to resins had insufficient activity or low operational stability for the repeated batch reaction. The unhydrolyzed (R)-CPBA acetate was racemized by heating with triethylamine and could be reused as the substrate of the enzymatic hydrolysis. A chemico-enzymatic process for the preparation of (S)-CPBA was developed based on these studies.

• 社団法人日本農芸化学会の論文
• 1990-11-23

著者

• Mitsuda S

  Sumitomo Chemical Co. Ltd. Takarazuka Jpn

• Yamamoto Hidefumi

  Takarazuka Research Center Sumitomo Chemical Co.

• HIROHARA Hideo

  Department of Materials Science, The University of Shiga Prefecture

• MITSUDA Satoshi

  Takarazuka Research Center, Sumitomo Chemical Co.

• UMEMURA Takeaki

  Takarazuka Research Center, Sumitomo Chemical Co.

• HIROHARA Hideo

  Takarazuka Research Center, Sumitomo Chemical Co.

• NABESHIMA Shigeyasu

  Takarazuka Research Center, Sumitomo Chemical Co.

• Nabeshima S

  Biotechnology Laboratory Takarazuka Research Center Sumitomo Chemical Co.

• Nabeshima Shigeyasu

  Takarazuka Research Center Sumitomo Chemical Co. Ltd.

• Hirohara H

  Department Of Materials Science The University Of Shiga Prefecture

• Umemura Takeaki

  Takarazuka Research Center Sumitomo Chemical Co.

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• Microbial Stereoselective Hydrolysis of (±)-cis, trans-Ethyl Chrysanthemate for Preparation of (+)-trans-Acid(Microbiology & Fermentation Industry)
• Enantioselective Hydrolysis of α-Cyano-3-phenoxybenzyl Acetate with Arthrobacter Lipase(Microbiology & Fermentation Industry)
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