ISSN:
1573-1561
Keywords:
Ips paraconfusus
;
bark beetle
;
Coleoptera
;
Scolytidae
;
ipsdienone
;
ipsenol
;
ipsdienol
;
enantiomers
;
diastereomers
Source:
Springer Online Journal Archives 1860-2000
Topics:
Biology
,
Chemistry and Pharmacology
Notes:
Abstract The enantiomeric composition of the pheromone components (+)-ipsdienoI, e.e. 87.6%, and (−)-ipsenol, e.e. 93.8%, produced by the male bark beetleIps paraconfusus (Scolytidae) under natural conditions was determined by HPLC separation of their diastereomeric ester derivatives. Males confined in an atmosphere of ipsdienone produced (−)-ipsdienol, e.e. 28%, and (−)-ipsenol, e.e. 86%, indicating an enantiomeric selectivity in the conversion of the ketone to the alcohols. These findings demonstrate an enantioselective conversion mechanism in the biosynthetic pathway to the pheromones from myrcene, a host-plant terpene.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00987512
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