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Role of chirality in olfactory-directed behavior: Aggregation of pine engraver beetles in the genusIps (Coleoptera: Scolytidae)
Authors:Steven J. Seybold
Affiliation:(1) Forest Service, USDA, Pacific Southwest Research Station, P.O. Box245, 94701 Berkeley, California;(2) Present address: Department of Entomological Sciences, University of California at Berkeley, 94720 Berkeley, California
Abstract:There has been a renaissance of interest in the significance of enantiomeric composition in biological systems. Three chiral monoterpene alcohol aggregation pheromone components (ipsenol, ipsdienol, andcis-verbenol) commonly isolated from engraver beetles (Ips spp.) provide a paradigm for this theme as it relates to olfactory-guided insect behavior. The literature pertaining to this system is reviewed and the effects of the enantiomeric composition of these semiochemicals on theIps spp. community is explored on two trophic levels. Hypotheses generated from the well-studied aggregation pheromone production and response patterns forI. paraconfusus Lanier andI. pini (Say) are generalized to the North American species in the genus. Despite the progress withI. paraconfusus andI. pini, substantial deficiencies exist in our understanding of the role of enantiomeric composition in pheromonal/allomonal effects in different subgeneric groups, in the regulation and mechanisms of stereoselective biosynthesis of the monoterpene alcohols, and in the benefits derived by individual insects that produce relatively large proportions of inactive or interruptive enantiomers with attractive enantiomers.
Keywords:Coleoptera  Scolytidae  Ips  enantiomeric composition  chirality  aggregation pheromone  pheromone biosynthesis  Ips pini  Ips paraconfusus  cis-verbenol  cis-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol  ipsenol  2-methyl-6-methylene-7-octen-4-ol  ipsdienol  2-methyl-6-methylene-2,7-octadien-4-ol
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