Chirality of 5,11-dimethylheptadecane,the major sex pheromone component of the hemlock looper,Lambdina fiscellaria (Lepidoptera: Geometridae) |
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Authors: | Li Jianxiong R Gries G Gries K N Slessor G G S King W W Bowers R J West |
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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) Newfoundland and Labrador Region, Forestry Canada, A1C 5X8 St. John's, Newfoundland, Canada |
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Abstract: | Of the four possible stereoisomers of 5,11-dimethylheptadecane, the major sex pheromone component of the eastern hemlock looper (EHL),Lambdina fiscellaria fiscellaria Guen., and the western hemlock looper (WHL),Lambdina fiscellaria lugubrosa Hulst, (5R,11S)-5,11-dimethylheptadecane was the only stereoisomer eliciting electrophysiological responses by male EHL and WHL antennae. In field bioassays with EHL and WHL populations, traps baited with (5R,11S)-5, 11-dimethylheptadecane caught as many males as did traps baited with all four stereoisomers combined or a synthetic mixture of 5,11-dimethylheptadecanes. Catches in traps baited with the other three stereoisomers did not significantly differ from those in the unbaited control traps. We conclude that male antennae lack chemoreceptors for the other three stereoisomers of 5,11-dimethylheptadecane and hypothesize that only (5R,115)-5,11-dimethylheptadecane is produced by female EHLs and WHLs. |
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Keywords: | Lepidoptera Geometridae eastern hemlock looper western hemlock looper sex pheromone pheromone chirality dimethylated hydrocarbons field trapping electrophysiological recordings (5R 11S)-5 11-di-methylheptadecane (55 11R-5 11-dimethylheptadecane (5R 11R-5 11-di-methylheptadecane (5S 11S)-5 11-dimethyIheptadecane |
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