Structure,chirality, and field testing of a male-produced aggregation pheromone of Asian palm weevilRhynchophorus bilineatus (Montr.) (Coleoptera: Curculionidae) |
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Authors: | A Cameron Oehlschlager R N B Prior Alice L Perez Regine Gries Gerhard Gries Harold D Pierce Jr Sam Laup |
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Affiliation: | (1) Department of Chemistry, Simon Fraser University, V5A 1S6 Burnaby, British Columbia, Canada;(2) Papua New Guinea Cocoa and Coconut Research Institute, P.O. Box 1846, Rabaul, E. N. B. Papua, New Guinea;(3) Centre for Pest Management, Department of Biological Sciences, Simon Fraser University, V5A 1S6 Burnaby, British Columbia, Canada |
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Abstract: | 4-Methyl-5-nonanol is a male-produced aggregation pheromone of the Asian palm weevil,Rhynchophorus bilineatus (Montr.). The pheromone was identified by coupled gas chromatographic-electroantennographic detection (GC-EAD) and coupled GC-mass spectrometric (MS) analyses of male-and female-produced volatiles. Analyses by GC-EAD and GC-MS of weevil-produced and stereoselectively synthesized isomers of 4-methyl-5-nonanol on a Cyclodex B column, which separated isomers with baseline resolution, revealed that only (4S,5S)-4-methyl-5-nonanol is EAD active and produced by the males. In field experiments in Papua New Guinea, (4S,5S)-4-methyl-5-nonanol and a racemic mixture of disatereoisomers of it enhanced attraction of male and female weevils to sugarcane-baited traps. (4S,5S)-4-Methyl-5-nonanol is also an aggregation pheromone of two other Asian palm weevils.R. ferrugineus (Oliv.) andR. vulneratus (Panz.). The stereoisomeric mixture of 4-methyl-5-nonanol is currently used to manage populations ofR. bilineatus in Papua New Guinea. |
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Keywords: | Coleoptera Curculionidae Rhynchophorus bilineatus aggregation pheromone pheromone chirality (4S 5S)-4-methyl-5-nonanol coconut palm |
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