Enhancement of the efficiency of the low temperature method for kinetic resolution of primary alcohols by optimizing the organic bridges in porous ceramic-immobilized lipase

Takashi Sakai; Kyoko Hayashi; Fumika Yano; Mie Takami; Megumi Ino; Toshinobu Korenaga; Tadashi Ema

doi:10.1246/bcsj.76.1441

Enhancement of the efficiency of the low temperature method for kinetic resolution of primary alcohols by optimizing the organic bridges in porous ceramic-immobilized lipase

Takashi Sakai, Kyoko Hayashi, Fumika Yano, Mie Takami, Megumi Ino, Toshinobu Korenaga, Tadashi Ema

Research output: Contribution to journal › Article › peer-review

28 Citations (Scopus)

Abstract

For the enhancement of enantioselectivity and acceleration of the reaction rate in the lipase-catalyzed resolution of primary alcohols, the use of a very low reaction temperature (-30 °C) and an immobilized lipase on organic bridges-coated porous ceramic support was found to be highly effective. Furthermore, the structure of the organic bridges greatly influenced the temperature effect between in E and 1/T as well as the reaction rate. Among the organic bridges examined in the resolution of (±)-2-hydroxymethyl-1,4-benzodioxane, the 6-(2-methylpropanoyloxy)hexylsilanetrioxyl bridge was the best choice for both the E value and the reaction rate at -30 °C.

Original language	English
Pages (from-to)	1441-1446
Number of pages	6
Journal	Bulletin of the Chemical Society of Japan
Volume	76
Issue number	7
DOIs	https://doi.org/10.1246/bcsj.76.1441
Publication status	Published - Jul 2003

ASJC Scopus subject areas

Chemistry(all)

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Enhancement of the efficiency of the low temperature method for kinetic resolution of primary alcohols by optimizing the organic bridges in porous ceramic-immobilized lipase. / Sakai, Takashi; Hayashi, Kyoko; Yano, Fumika; Takami, Mie; Ino, Megumi; Korenaga, Toshinobu; Ema, Tadashi.

In: Bulletin of the Chemical Society of Japan, Vol. 76, No. 7, 07.2003, p. 1441-1446.

Research output: Contribution to journal › Article › peer-review

Sakai, Takashi ; Hayashi, Kyoko ; Yano, Fumika ; Takami, Mie ; Ino, Megumi ; Korenaga, Toshinobu ; Ema, Tadashi. / Enhancement of the efficiency of the low temperature method for kinetic resolution of primary alcohols by optimizing the organic bridges in porous ceramic-immobilized lipase. In: Bulletin of the Chemical Society of Japan. 2003 ; Vol. 76, No. 7. pp. 1441-1446.

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