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  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 15 (1989), S. 399-411 
    ISSN: 1573-1561
    Keywords: Drosophila mulleri ; Diptera ; Drosophilidae ; aggregation ; pheromone ; chirality ; enantiomers ; ester ; ketone ; (S)-(+)-2-tridecanol acetate ; (Z)-10-heptadecen-2-one
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Existence of an aggregation pheromone was demonstrated inDrosophila mulleri. Mature males produce at least two compounds that are lacking from females and newly emerged males and that attract both males and females in a wind-tunnel bioassay. These compounds are (S)-(+)-2-tridecanol acetate and (Z)-10-heptadecen-2-one. Both were synthesized, and the flies responded to the synthetic compounds as well as to fly-derived preparations. The flies also responded to racemic 2-tridecanol acetate but not to the pureR enantiomer. A more polar, very volatile attractant was also extracted from both sexes ofD. mulleri but was not identified.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1573-1561
    Keywords: Drosophila hydei ; Diptera ; Drosophilidae ; aggregation ; pheromone ; 2-methyl-(E)-2-butenoic acid ; ester ; 2-tridecanone ; 2-pentadecanone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Existence of an aggregation pheromone inDrosophila hydei was demonstrated by laboratory bioassay. The pheromone was produced by mature males, but both sexes responded. The nonpolar components consisted of three esters: the methyl, ethyl, and 1-methylethyl (isopropyl) esters of 2-methyl-(E)-2 butenoic (tiglic) acid, and two ketones: 2-tridecanone and 2-pentadecanone. The ketones and esters alone were only minimally active in the laboratory bioassay, but 2-tridecanone was highly synergistic with each of the esters, mixtures attracting 3–60 times more flies than the single components. 2-Pentadecanone was less active, but it did cause significant increases in activity when added to synthetic mixtures. The nonpolar portion of an extract of mature males and an equivalent mixture of the synthetic components were not significantly different in bioassay. Neither the esters nor the ketones were detected in sexually immature males or in females of any age. In extracts of mature males, ethyl tiglate was usually the most abundant ester component, with a mean of 8 ± 5 (SD) ng/male. The absolute and relative levels of the other esters were more variable. The mean level of methyl ketones in the extracts was 122 ± 106 (SD) ng/male, of which 85–93% was 2-tridecanone.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 11 (1985), S. 1197-1208 
    ISSN: 1573-1561
    Keywords: Drosophila virilis ; Diptera ; Drosophilidae ; aggregation ; pheromone ; 2-methyl-(E)-2-butenoic acid ; hexanoic acid ; ester
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The male-produced aggregation pheromone ofDrosophila virilis was found to contain five ester components, in addition to a previously identified hydrocarbon, (Z)-10-heneicosene (Z10–21). The five esters were: the methyl, ethyl, and 1-methylethyl (isopropyl) esters of 2-methyl-(E)-2-butenoic (tiglic) acid and the methyl and ethyl esters of hexanoic acid. The esters were not detected in females. Each ester was active by itself in laboratory bioassay tests, and each increased the number of flies responding toZ10–21 ca. 4–5 times. In comparisons among the five esters at 10 ng per compound, ethyl tiglate was the most active, and methyl tiglate, the least. No mixture of esters was found to be significantly more active than ethyl tiglate alone. In a doseresponse study, bioassay activity increased with dose for both ethyl tiglate andZ10–21. Newly emerged males did not have detectable levels of the esters. All five esters increased as sexual maturity was approached. Ethyl tiglate and ethyl hexanoate were the most abundant in mature males, usually over 15 ng per individual. Ratios among the esters were variable. Male flies also contained an as yet unidentified attractant(s) still more polar than the esters, which was synergistic with the esters and hydrocarbon. Food odors also synergized the synthetic compounds.
    Type of Medium: Electronic Resource
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