Pheromone chirality of african palm weevil,Rhynchophorus phoenicis (F.) and palmetto weevil,Rhynchophorus cruentatus (F.) (Coleoptera: Curculionidae) |
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Authors: | Alice L Perez Gerhard Gries Regine Gries Robin M Giblin-Davis A Cameron Oehlschlager |
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Affiliation: | (1) Department of Chemistry, Simon Fraser University, V5A 1S6 Burnaby, British Columbia, Canada;(2) Centre for Pest Management, Department of Biological Sciences, Simon Fraser University, V5A 1S6 Burnaby, British Columbia, Canada;(3) Institute of Food and Agricultural Sciences Fort Lauderdale Research and Education Centre, University of Florida, 3314 Fort Lauderdale, Florida |
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Abstract: | There are four stereoisomers of both 3-methyl-octan-4-ol, the aggregation pheromone of the African palm weevil,Rhynchophorus phoenicis (F.) and 5-methyl-octan-4-ol, the aggregation pheromone of the palmetto weevil,Rhynchophorus cruentatus (F.). Synthetic stereoisomers of 3-methyl-octan-4-ol and 5-methyl-octan-4-ol were baseline-separated on a Cyclodex-B fused silica column. Use of this column in gas chromatographic-electroantennographic detection (GC-EAD) and GC-mass spectrometric (GC-MS) analyses revealed that only one stereoisomer, (3S,4S)-3-methyl-octan-4-ol and (4S,5S)-5-methyl-octan-4-ol, is produced by maleR. phoenicis and maleR. cruentatus, respectively, and elicits good antennal responses by conspecific male and female weevils. In field trapping experiments, withR. phoenicis in Côte d'Ivoire andR. cruentatus in Florida, (3S,4S)-3-methyl-octan-4-ol and (4S,5S)-5-methyl-octan-4-ol strongly enhanced attraction of fresh palm tissue, whereas other stereoisomers were behaviorally benign. Stereoisomeric 3-methyl-octan-4-ol and 5-methyl-octan-4-ol may be utilized to monitor and/or manage populations of these two palm weevils. |
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Keywords: | Coleoptera Curculionidae Rhynchophorus phoenicis Rhynchophorus cruentatus aggregation pheromone pheromone chirality (3S 4S)-3-methyl-octan-4-ol (3R 4R)-3-methyl-octan-4-ol (3S 4R)-3-methyl-octan-4-ol (3R 4S)-3-methyl-octan-4-ol (4S 5S)-5-methyl-octan-4-ol (4R 5R)-5-methyl-octan-4-ol (4S 5R)-5-methyl-octan-4-ol (4R 5S)-5-methyl-octan-4-ol |
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