Production of Optically Active Esters and Alcohols from Racemic Alcohols by Lipase-Catalyzed Stereoselective Transesterification in Non-Aqueous Reaction System

Microbial lipase-catalyzed transesterification between vinyl acetate and (RS)-2-octanol or (RS)-1-phenylethanol was investigated in a reaction system without additin of aqueous or organic solvents. From a screening test with various lipases, it was found that the enzymes from Pseudomonas species cou...

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Bibliographic Details
Published in:Journal of biochemistry (Tokyo) 1989-04, Vol.105 (4), p.510-512
Main Authors: Nishio, Toshiyuki, Kamimura, Minoru, Murata, Masakazu, Terao, Yoshiyasu, Achiwa, Kazuo
Format: Article
Language:English
Subjects:
alcohol
Alcohols - biosynthesis
Alcohols - metabolism
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Chromatography, High Pressure Liquid
Chromatography, Thin Layer
Enzymes and enzyme inhibitors
Esters - biosynthesis
Fundamental and applied biological sciences. Psychology
Hydrolases
Lipase - metabolism
Pseudomonas - enzymology
Stereoisomerism
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Summary:Microbial lipase-catalyzed transesterification between vinyl acetate and (RS)-2-octanol or (RS)-1-phenylethanol was investigated in a reaction system without additin of aqueous or organic solvents. From a screening test with various lipases, it was found that the enzymes from Pseudomonas species could efficiently catalyze the reaction, and R-enantiomers of the racemic alcohols were preferentially esterified by them. Enantiomeric purities of the optically active alcohols (S) and esters (R) obtained from (RS)-1-phenylethanol by the stereoselective transesterification of these lipases were all more than 95%.
ISSN:0021-924X
1756-2651
DOI:10.1093/oxfordjournals.jbchem.a122697