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  • Articles  (4)
  • Lepidoptera  (4)
  • (Z)-11-hexadecen-1-ol  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Female sex pheromone of the melonworm,Diaphania hyalinata (Lepidoptera: Pyralidae), and analysis of male responses to pheromone in a flight tunnel (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 229-237 
    Details
    ISSN: 1573-1561
    Keywords: Diaphania hyalinata ; D. nitidalis ; melonworm ; pickleworm ; Lepidoptera ; Pyralidae ; sex pheromone ; insect behavior ; flight tunnel ; 10,12-hexadecadienal ; 11-hexadecenal
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ten C16 chain-length compounds were identified from heptane extracts of ovipositors of female melonworm,Diaphania hyalinata (L.). The major constituents of the extracts were (E)-11-hexadecenal and (E,E)-10,12-hexadecadienal [(E,E)-10,12–16:Ald] and the alcohols and acetates of these olefins were found in trace amounts (〈2%). Extracts also contained traces of (E,Z)- and (Z,Z)-10,12-16:Ald, hexadecanal, and 1-hexadecanol. Analysis of the behavioral responses of males to synthetic mixtures of these compounds and responses to ovipositor extracts in a flight tunnel showed that a synthetic mixture of the 10 compounds elicited a behavioral repertoire from males that was indistinguishable from that elicited by ovipositor extract. Flight tunnel studies also indicated that six of the 10 compounds probably represent the essential components of the female's sex pheromone.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01045606
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  • 2
    Electronic Resource
    Electronic Resource
    European corn borer sex pheromone (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 601-617 
    Details
    ISSN: 1573-1561
    Keywords: Ostrinia nubilalis ; Lepidoptera ; Pyralidae ; redbanded leafroller ; Argyrotaenia velutinana ; Tortricidae ; pheromone analogs ; sex stimulation ; bioassay ; flight-tunnel behavior ; field bioassay ; molecular mechanics
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The biological activity of analogs of the pheromone components of the European corn borer,Ostrinia nubilalis, (Z)- and (E)-11-tetradecen1-ol acetate, in which modifications were made in the terminal alkyl portion were studied in the three pheromonal types of the insect. European corn borer males respond to pheromonal stimuli at three levels of behavioral activity, i.e., short-range sexual stimulation, activation in the flight tunnel, and response in the field. Structural requirements for elicitation of response at these levels were found to be increasingly restrictive, respectively. Flighttunnel activity was induced only by compounds that had a total chain length of 13 or 14 carbons and in which branching at carbon 13 was limited to one methyl group or a cyclopropyl group. Three new analogs were active in the flight tunnel, viz., (E and (Z)-13-methyl-11-tetradecen-1-ol acetate and (Z)-12-cyclopropyl-11-dodecen-1-ol acetate. The cyclopropyl analog was the most active analog against theZZ type of the European corn borer. TheE isomer, however, was pheromonally inactive in theEE type and was shown to be a pheromone antagonist. This dissimilarity is most likely due to differences in structure of the receptors in the European corn borer strains. Analogs that were biologically active against the European corn borer were tested against the redbanded leafroller,Argyrotaenia velutinana, which also uses (Z)- and (E)-11-tetradecen-1-ol acetate as part of its pheromone. Results showed that the redbanded leafroller pheromone acceptor system is different from that of the European com borer; marginal behavioral response was elicited by only one of the new analogs. Thus, although both species use 11-tetradecen-1-ol acetate isomers as their pheromone, the mechanisms by which they are perceived are different.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01014704
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  • 3
    Electronic Resource
    Electronic Resource
    Comparison of sex pheromone composition and pheromone-mediated male behavior of laboratory-reared and wildHeliothis zea (Lepidoptera: Noctuidae) (1989)
    Springer
    Journal of chemical ecology 15 (1989), S. 1259-1265 
    Details
    ISSN: 1573-1561
    Keywords: Corn earworm ; Heliothis zea ; Lepidoptera ; Noctuidae ; pheromone ; (Z)-11-hexadecen-1-ol ; laboratory rearing
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Analysis of ovipositor extracts of lab-reared (〉 120 generations) and wildHeliothis zea indicated small but significant differences in the percent composition of the four aldehyde components of the sex pheromone. (Z)-11-hexadecen-1-ol (Z11–16∶OH) was present in both populations and amounted to only 2.8% of the total pheromone. There was no significant difference in four of the six behavioral categories between lab-reared and wild males exposed to the four-component sex pheromone in the flight tunnel. Ninety and 84% males flew to the pheromone source, respectively. However, with the addition ofZ11–16∶OH to the pheromone blend, none of the wild males flew upwind to the stimulus source, whereas 36% of the lab-reared males completed the flight. It is suggested that prolonged inbreeding in closed quarters rendered these males less discriminating to qualitative differences in a pheromone blend.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01014828
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  • 4
    Electronic Resource
    Electronic Resource
    Female sex pheromone of the pickleworm,Diaphania nitidalis (Lepidoptera: Pyralidae) (1986)
    Springer
    Journal of chemical ecology 12 (1986), S. 239-249 
    Details
    ISSN: 1573-1561
    Keywords: Diaphania nitidalis ; D. hyalinata ; pickleworm ; melonworm ; Lepidoptera ; Pyralidae ; (E)-11-hexadecenal ; (E,Z)-10,12-hexadecadienal ; (E,E)-10 ; 12-hexadecadienal ; sex pheromone ; pheromonal specificity ; flight-tunnel bioassays
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Heptane extracts of the ovipositors from pickleworm adults (Diaphania nitidalis) were found to contain (E)-11-hexadecenal along with proportionally smaller amounts of (Z)-11-hexadecenal, (E)- and (Z)-11-hexadecen-1-ol, hexadecanol, hexadecanal, and a trace amount of (E,Z)-10,12-hexadecadienal. Assays conducted in a flight tunnel and in the field showed that a synthetic mixture of the five unsaturated compounds elicited behavioral responses from pickleworm males that were indistinguishable from those elicited by extracts of the female or by mate-calling females. When any component was deleted from the set of five unsaturated compounds, the intensity and extent of male responses to the resulting mixtures were significantly attenuated. The female sex pheromone of the pickleworm resembles the pheromone of a congeneric species,D. hyalinata, but bioassays indicated that (E,E)-10,12-hexadecadienal, produced byD. hyalinata but not by the pickleworm, plays a role in pheromonal specificity.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01045607
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