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Biocatalytic synthesis of (S)-2-tridecanyl acetate and (S)-2-pentadecanyl acetate,aggregation pheromone components ofDrosophila mulleri andD. busckii,by enantioselective hydrolysis with lipase
Authors:Makoto Kamezawa  Hojun Tachibana  Takehiko Ohtani  Yoshinobu Naoshima
Affiliation:(1) Konan Chemical Industry Co. Ltd., 5-21 Nakagawa-cho, 569 Takatsuki, Osaka, Japan;(2) Department of Biochemistry, Faculty of Science, Okayama University of Science, 1-1 Ridai-cho, 700 Okayama, Japan
Abstract:The two chiral pheromone acetates, (S)-2-tridecanyl acetate and (S)-2-pentadecanyl acetate, were synthesized with an enantiomeric excess (e.e.) of almost 100% byPseudomonas cepacia lipase-catalyzed hydrolysis of their corresponding racemic acetates in an acetone-water solvent system.
Keywords:Drosophila mulleri  D  busckii  Diptera  Drosophilidae  aggregation pheromone  (S)-2-tridecanyl acetate  (S)-2-pentadecanyl acetate  lipase  hydrolysis  enantioselectivity  chirality
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