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 addition 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%.
Research & Development Laboratories, Sapporo Breweries Ltd., Shizuoka.
T
T
Nishio
M
M
Kamimura
M
M
Murata
Y
Y
Terao
K
K
Achiwa
D000438:Alcohols / Q000096:biosynthesis / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D004952:Esters / Q000096:biosynthesis; D008049:Lipase / Q000378:metabolism*; D011549:Pseudomonas / Q000201:enzymology; D013237:Stereoisomerism
D000438:Alcohols; D004952:Esters; D008049:Lipase