A new method for improving the enantioselectivity of lipase-catalyzed hydrolysis in organic solvent containing a small amount of water in the presence of metal ions

Takashi Okamoto; Shinichi Ueji

doi:10.1023/A:1005637329704

A new method for improving the enantioselectivity of lipase-catalyzed hydrolysis in organic solvent containing a small amount of water in the presence of metal ions

Takashi Okamoto, Shinichi Ueji

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

13 Citations (Scopus)

Abstract

The hydrolysis of racemic butyl 2-(4-substituted phenoxy)propionates having various substituents catalyzed by lipase MY from Candida rugosa was achieved in di-isopropyl ether containing 0.75% (v/v) of 2.4 M LiCl or 1.2 M MgCl₂ aqueous solution. Water molecules hydrated to the metal ion in isopropyl ether acted as a nucleophile to cause the hydrolysis of these esters as with water alone. Metal ions used significantly enhanced their enantioselectivities by 100-fold or above, as compared with the ordinary reaction media.

Original language	English
Pages (from-to)	1169-1171
Number of pages	3
Journal	Biotechnology Letters
Volume	22
Issue number	14
DOIs	https://doi.org/10.1023/A:1005637329704
Publication status	Published - Sep 19 2000
Externally published	Yes

Keywords

Enantioselectivity
Hydrolysis
Lipase
Metal ion

ASJC Scopus subject areas

Biotechnology
Bioengineering
Applied Microbiology and Biotechnology

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keywords = "Enantioselectivity, Hydrolysis, Lipase, Metal ion",

author = "Takashi Okamoto and Shinichi Ueji",

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T1 - A new method for improving the enantioselectivity of lipase-catalyzed hydrolysis in organic solvent containing a small amount of water in the presence of metal ions

AU - Okamoto, Takashi

AU - Ueji, Shinichi

PY - 2000/9/19

Y1 - 2000/9/19

N2 - The hydrolysis of racemic butyl 2-(4-substituted phenoxy)propionates having various substituents catalyzed by lipase MY from Candida rugosa was achieved in di-isopropyl ether containing 0.75% (v/v) of 2.4 M LiCl or 1.2 M MgCl2 aqueous solution. Water molecules hydrated to the metal ion in isopropyl ether acted as a nucleophile to cause the hydrolysis of these esters as with water alone. Metal ions used significantly enhanced their enantioselectivities by 100-fold or above, as compared with the ordinary reaction media.

AB - The hydrolysis of racemic butyl 2-(4-substituted phenoxy)propionates having various substituents catalyzed by lipase MY from Candida rugosa was achieved in di-isopropyl ether containing 0.75% (v/v) of 2.4 M LiCl or 1.2 M MgCl2 aqueous solution. Water molecules hydrated to the metal ion in isopropyl ether acted as a nucleophile to cause the hydrolysis of these esters as with water alone. Metal ions used significantly enhanced their enantioselectivities by 100-fold or above, as compared with the ordinary reaction media.

KW - Enantioselectivity

KW - Hydrolysis

KW - Lipase

KW - Metal ion

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M3 - Article

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JO - Biotechnology Letters

JF - Biotechnology Letters

SN - 0141-5492

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ER -

A new method for improving the enantioselectivity of lipase-catalyzed hydrolysis in organic solvent containing a small amount of water in the presence of metal ions

Abstract

Keywords

ASJC Scopus subject areas

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