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  • 1
    Electronic Resource
    Electronic Resource
    Field and electroantennogram responses to sex pheromone optical isomers by monophagous jack pine sawflies (Hymenoptera: Diprionidae) (1984)
    Springer
    Journal of chemical ecology 10 (1984), S. 983-995 
    Details
    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
    URL: http://dx.doi.org/10.1007/BF00987507
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Studies on the isolation and bioassay of the sex pheromone of the drugstore beetle,Stegobium paniceum (Coleoptera: Anobiidae) (1975)
    Springer
    Journal of chemical ecology 1 (1975), S. 413-422 
    Details
    ISSN: 1573-1561
    Keywords: Stegobium paniceum ; pheromone ; sex attractant ; drugstore beetle ; insect behavior ; stored-product insects
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Females ofStegobium paniceum (L.) produce a sex pheromone that causes an excitation and attraction of the males. Male response was highest 5–12 days after adult emergence. Pheromone titer of unmated females increased steadily after 1 day, reached a plateau after 5 days, and continued until at least 14 days. Mature males showed a threshold responsiveness of 3 × 10−7 μg pheromone. The pheromone titer per female ranged from 50 to 200 ng. On the basis of a high-resolution mass spectrum the empirical formula of the pure isolated pheromone molecule was determined to be C13H20O3. The pheromone was further defined by its Chromatographic behavior and spectroscopic properties.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988582
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Chiral specificity of the sex pheromone of the red-headed pine sawfly,Neodiprion lecontei (1979)
    Springer
    Journal of chemical ecology 5 (1979), S. 237-249 
    Details
    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.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988238
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    Paper (German National Licenses)
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  • 4
    Electronic Resource
    Electronic Resource
    Field and electroantennogram responses of the red-headed pine sawfly,Neodiprion lecontei (Fitch), to optical isomers of sawfly sex pheromones (1981)
    Springer
    Journal of chemical ecology 7 (1981), S. 1063-1072 
    Details
    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.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987628
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    Paper (German National Licenses)
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  • 5
    Electronic Resource
    Electronic Resource
    Field attractiveness of chirally defined synthetic attractants to males ofDiprion similis andGilpinia frutetorum (1982)
    Springer
    Journal of chemical ecology 8 (1982), S. 301-314 
    Details
    ISSN: 1573-1561
    Keywords: Synthetic attractant ; introduced pine sawfly ; chiral specificity ; Diprion similis ; Gilpinia frutetorum ; esters ; 2S,3S,7S-3,7-dimethylpenta-decan-2-ol acetate and propionate ; Hymenoptera ; Diprionidae
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Field attractiveness of synthetic attractants toward males of two introduced species of sawflies was examined. It was first established that the esters of 2S,3S,7S-3, 7-dimethylpentadecan-2-ol (diprionol), which have been active toward males of manyNeodiprion species, were inactive toward males ofDiprion similis andGilpinia frutetorum, To determine the chiral combination of the alcohol moiety, four different isomers, each containing specific chirally defined carbons, were synthesized. As a result it was concluded that the most active chiral arrangement of diprionol for these species is 2S, 3R, 7R.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00984025
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    Paper (German National Licenses)
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  • 6
    Electronic Resource
    Electronic Resource
    Field responses of redheaded pine sawfly males to a synthetic pheromone and virgin females in Florida (1982)
    Springer
    Journal of chemical ecology 8 (1982), S. 471-475 
    Details
    ISSN: 1573-1561
    Keywords: Neodiprion lecontei ; Hymenoptera ; Diprionidae ; 3,7-di-methylpentadecan-2-ol acetate ; trapping ; pheromone ; time of year ; time of day
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Field tests using the sawfly pheromone [3,7-dimethylpentadecan-2-ol acetate with (−)-erythro configuration (2S,3S)] were conducted near Gainesville, Florida, during 1978–1981 to determine the attraction ofNeodiprion lecontei males to baited traps with respect to time of year and time of day. Greatest numbers of males were caught during May, July, and September in traps placed within a pine stand from July 1978 to July 1979. Males were only caught between 1400 and 2000 hr on 10 dates in June and 10 dates in September–October 1980, and 10 dates in June 1981, with greatest catches from 1600–1800 hr. Catches in a synthetic-baited trap and in virgin female-baited traps were similar with respect to time of day.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00987795
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  • 7
    Electronic Resource
    Electronic Resource
    Field evaluation of chiral isomers of the sex pheromone of the european pine sawfly,Neodiprion sertifer (1983)
    Springer
    Journal of chemical ecology 9 (1983), S. 673-693 
    Details
    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.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00988775
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