Enhanced Enzyme Activity and Enantioselectivity of Lipases in Organic Solvents by Crown Ethers and Cyclodextrins

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概要

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• Lipases from Candida rugosa (CRL) and Pseudomonas cepacia (PCL) were co-lyophilized with cyclic oligoethers including four crown ethers and nine cyclodextrins (CyDs), and their trans-esterification activity and enantioselectivity in organic solvents were evaluated. The PCL co-lyo-philized with each additive showed simultaneously enhanced enzyme activity and enantioselectivity when compared to the native lipase lyophilized from buffer alone; in contrast, such enhancement was not observed for the co-lyophilized CRL. Among the cyclic oligoethers examined, perm-ethylated βCyD (Me_<1.78>βCyD), as the most suitable additive, was used for the optimization of both the co-lyophilized PCL preparation and reaction conditions by determining the effects of varying the additive/lipase ratio, aqueous pH, the nature of organic solvents, and temperature. The initial rate determined for the transesteriflcation between racemic 2,2-dimethyl-1,3-dioxolane-4-metnanol and vinyl bury rate in diisopropyl ether at 30℃ increased by up to 17-fold and the enantio-selectivity represented by E could be doubled. While there was an inverse correlation between temperature and enantioselectivity, with the Me_<1.78>βCyD-PCL co-lyophilizate, the reaction rate even at 0℃ was much higher than that at higher temperatures in the native PCL-catalyzed reaction. Hence, this method seems to be of practical use for the large-scale production of optically active compounds.

• 社団法人日本生物工学会の論文
• 2003-05-25

著者

• NAKAO Katsumi

  Department of Applied Chemistry and Chemical Engineering, Faculty of Engineering, Yamaguchi Universi

• FURUMOTO Keiji

  Oshima National College of Maritime Technology

• YOSHIMOTO Makoto

  Department of Applied Chemistry and Chemical Engineering, Faculty of Engineering, Yamaguchi Universi

• Itoh Kyoko

  Department of Pathology and Applied Neurobiology, Graduate School of Medical Science, Kyoto Prefectu

• MINE YURIE

  Department of Applied Chemistry and Chemical Engineering, Faculty of Engineering, Yamaguchi Universi

• FUKUNAGA KIMITOSHI

  Department of Applied Chemistry and Chemical Engineering, Faculty of Engineering, Yamaguchi Universi

• SUGIMURA YOSHIAKI

  General Education Division, Oshima National College of Maritime Technology

• Yoshimoto Makoto

  Department Of Food Science And Technology Faculty Of Agriculture Kyushu University

• Yoshimoto Makoto

  Department Of Applied Chemistry And Chemical Engineering Faculty Of Engineering Yamaguchi University

• Yoshimoto M

  Department Of Upland Farming Research National Agricultural Research Center For Kyushu Okinawa Regio

• Itoh K

  Graduate School Of Engineering Yokohama National University

• Mine Yurie

  Department Of Applied Chemistry And Chemical Engineering Faculty Of Engineering Yamaguchi University

• Nakao Katsumi

  Department Of Applied Chemistry And Chemical Engineering Faculty Of Engineering Yamaguchi University

• Yoshimoto M

  Sweetpotato Breeding Research Team National Agricultural Research Center For Kyushu Okinawa Region

• Fukunaga K

  Oshima National College Of Maritime Technology

• Itoh Kyoko

  Department Of Pathology And Applied Neurobiology Graduate School Of Medical Science Kyoto Prefectura

• Sugimura Yoshiaki

  General Education Division Oshima National College Of Maritime Technology

• Fukunaga Kimitoshi

  Department Of Applied Chemistry And Chemical Engineering Yamaguchi University

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