Biocatalytic synthesis of (S)-2-tridecanyl acetate and (S)-2-pentadecanyl acetate, aggregation pheromone components of Drosophila mulleri and D. busckii, by enantioselective hydrolysis with lipase

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% by Pseudomonas cepacia lipase-catalyzed hydrolysis of their corresponding racemic acetates in an acetone-water solvent system

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Bibliographic Details
Published in:Journal of chemical ecology 1994-05, Vol.20 (5), p.1057-1061
Main Authors: Kamezawa, M, Tachibana, H, Ohtani, T, Naoshima, Y
Format: Article
Language:English
Subjects:
Animal and plant ecology
Animal, plant and microbial ecology
Animals
Autoecology
Biological and medical sciences
Diptera
DROSOPHILA
Drosophila busckii
Drosophila mulleri
Drosophilidae
ESTRUCTURA QUIMICA
FEROMONAS
Fundamental and applied biological sciences. Psychology
HIDROLISIS
HYDROLYSE
Invertebrates
PHEROMONE
Protozoa. Invertebrata
STRUCTURE CHIMIQUE
TRIACILGLICEROL LIPASA
TRIACYLGLYCEROL LIPASE
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Description
Summary: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% by Pseudomonas cepacia lipase-catalyzed hydrolysis of their corresponding racemic acetates in an acetone-water solvent system
ISSN:0098-0331
1573-1561
DOI:10.1007/BF02059742