PREPARATION OF BOTH THE ENANTIOMERS OF 3-OCTANOL, THE PHEROMONE OF VARIOUS SPECIES OF ANTS, BY ENANTIOSELECTIVE HYDROLYSIS WITH PSEUDOMONAS-CEPACIA LIPASE

被引:10
作者
KAMEZAWA, M
RAKU, T
TACHIBANA, H
OHTANI, T
NAOSHIMA, Y
机构
[1] OKAYAMA UNIV SCI, FAC SCI, DEPT BIOCHEM, 1-1 RIDAI CHO, OKAYAMA 700, JAPAN
[2] KONAN CHEM IND CO LTD, TAKATSUKI, OSAKA 569, JAPAN
关键词
D O I
10.1271/bbb.58.598
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The two enantiomers of 3-octanol (3), the pheromone of a number of species of ants, were synthesized with a high enantiomeric purity of almost 100% e.e. via an enzymatic two-step hydrolysis catalyzed by Pseudomonas cepacia lipase in an acetone-water solvent system.
引用
收藏
页码:598 / 599
页数:2
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