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  • 1
    ISSN: 1573-1561
    Keywords: Pine sawflies ; Neodiprion spp. ; Hymenoptera ; Diprionidae ; electroantennogram ; sex pheromone ; isomers ; jack pine ; Pinus banksiana ; diprionol ; 3,7-dimethylpentadecan-2-ol ; acetate ; propionate
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Several species of monophagous jack pine sawflies (Hymenoptera: Diprionidae) were tested in the field and by electroantennograms (EAG) for activity toward the optical isomers of a pine sawfly sex pheromone, the acetate and propionate esters of 3,7-dimethylpentadecan-2-ol.Neodiprion rugifrons andNeodiprion dubiosus were attracted to a mixture of the propionate esters of the 2S,3R,7R and 2S,3R,7S isomers, whereasNeodiprion swainei was attracted to the 2S,3S,7S propionate isomer. Samples containing the 2S,3R,7S propionate isomer elicited the strongest EAG responses in these three species andNeodiprion nigroscutum. The 2S,3S,7S propionate isomer was equally active (EAG) in the case ofN. swainei.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1573-1561
    Keywords: Brachymeria intermedia ; Brachymeria lasus ; courtship behavior ; chromatography ; sex pheromone ; Chalcididae ; Hymenoptera
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The pheromonal basis of the courtship behavior of two gypsy moth parasitoids,Brachymeria intermedia andBrachymeria lasus, was traced to a single component in each case. This component was isolated by a combination of absorption and gas-liquid chromatography and shown to elicit some of the courtship behavior typical of these species. Bioassays of extracts from several independent techniques for sequestering pheromones, as well as interspecific assays, support this conclusion. Comparative analyses of both male and female extracts by capillary chromatography show the uniqueness of the pheromonal peak to the female volatile profile.
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 5 (1979), S. 237-249 
    ISSN: 1573-1561
    Keywords: Sawflies ; pheromone ; stereospecificity ; (−)-erythro configuration ; enantiomers ; chirality ; optical isomers ; Neodiprion lecontei
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The stereospecificity of the sawfly pheromone 3,7-dimethyl-2-pentadecanol acetate againstNeodiprion lecontei was studied. Twoerythro and a 1∶1 mixture ofthreo isomers (C-2 and C-3) were synthesized for this purpose. It was found that only one isomer with (−)-erythro configuration (2S, 3S) had biological activity. The potency of this synthetic pheromone was roughly identical to the one shown by the naturally occurring pheromone in this species.
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  • 4
    ISSN: 1573-1561
    Keywords: Red-headed pine sawfly ; Neodiprion lecontei ; Hymenoptera ; Tenthredinidae ; electroantennogram ; field tests ; sex pheromone ; 3,7-dimethylpentadecan-2-yl acetate ; 3,7-dimethylpentadecan-2-yl propionate ; optical isomers ; enantiomers ; esters
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Sawfly sex pheromones, the acetate and propionate esters of 3,7-dimethylpentadecan-2-ol, were field tested for activity towardNeodiprion lecontei (Fitch). Only the acetate form of the 2S,3S,7S isomer was active. Field catch decreased with the addition of the 2S,3R,7(R/S) acetate isomer sample. Electroantennogram recordings showed a positive correlation between response and degree to which the chirality of each isomer resembled the attractive isomer.
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  • 5
    ISSN: 1573-1561
    Keywords: Neodiprion sertifer ; European pine sawfly ; Hymenoptera ; Tenthredinidae ; 3,7-dimethylpentadecan-2-yl acetate and propionate ; optical isomers ; enantiomers ; esters
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Among optical isomers of 3,7-dimethylpentadecan-2-ol (diprionol) acetate or propionate tested as synthetic attractants, the 2S, 3S, and 7S isomers were most effective in attracting the males ofNeodiprion sertifer in the field. The 2S, 3S, and 7R isomers showed weak activity, but the other optical isomers were not attractive. Capillary GC analysis showed that the natural pheromone from body extracts of females was identical with the synthetic acetate of diprionol in its GC behavior. However, the natural pheromone was about 100-fold stronger than the most purified synthetic acetate of 2S,3S,7S-diprionol in the field. As a result of various isomer combination studies, it was found that the acetate of 2S,3R,7R-diprionol, when added to 2S,3S,7S-diprionol preparation at a low concentration, increased the catch by the latter. It was therefore concluded that the above combination of the optical isomers could account for the major sex attractancy in this species.
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