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  • 1
    ISSN: 1573-1561
    Keywords: Philantus ; beewolf ; Sphecidae ; Hymenoptera ; pheromones ; scentmarking ; tridecanone ; pentadecanone ; heptadecanone ; hexadecanoic acid ; ethyl hexadecanoate ; octadecanoic acid ; ethyl octadecanoate ; mandibular glands ; wasps
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Observations of wasp behavior indicate that male beewolves,Philanthus basilaris andP. bicinctus apply a “marking pheromone” to the leaves and stems of plants within their territories. We now provide direct evidence for the presence of volatile chemicals in the paired mandibular glands of the males, provide preliminary identification of these volatiles, and show that all of the volatile chemicals in the mandibular glands are present on freshly marked plant surfaces but are absent from unmarked plants. Pyrazines, which have been reported in other species of aculeate wasps including the EuropeanPhilanthus triangulum, were not found inP. basilaris orP. bicinctus.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1573-1561
    Keywords: Philanthus ; Hymenoptera ; Sphecidae ; pheromone ; scent-marking ; 2-alkanones ; fatty acids ; ethyl esters ; alkenals ; N,N-dimethylhy-drazine ; methyl esters ; EI-MS ; CI-MS ; methoxymercuration ; methylthiolation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Detailed chemical characterizations are provided for the species-specific mixtures of marking pheromones utilized by the male beewolvesPhilanthus basilaris andP. bicinctus. Successful analysis of these complex mixtures of 2-ketones, fatty acids, ethyl esters, and aldehydes was facilitated by the treatment of the crude extracts with 1,1-dimethylhydrazine and direct analysis of the resulting hydrazones, methyl esters, and starting ethyl esters by GC-MS.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 1573-1561
    Keywords: Philanthus crabroniformis ; Philanthus barbatus ; Philanthus pulcher ; Hymenoptera ; Sphecidae ; beewolf ; mandibular glands ; pheromones ; semiochemicals ; mass spectrometry ; infrared spectroscopy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The composition of the territorial marking pheromones from mandibular glands of males of the beewolvesPhilanthus crabroniformis, P. barbatus, andP. pulcher have been determined. The structures of the components were elucidated by gas chromatography-mass spectrometry and gas chromatography-Fourier transform infrared spectroscopy. The major compound ofP. crabroniformis is isopropyl tetradecanoate, with somewhat lesser amounts of 2-tridecanone, 3-methyl-3-butenyl tetradecanoate, and 92∶8 (Z)∶(E)-11-eicosen-1-ol. The major compounds ofP. barbatus are ethyl tetradecanoate and hexadecanal, which are present in approximately a 60∶40 ratio. These two compounds comprise over 95% of the neutral lipids. Also present in lesser amounts are ethyl dodecanoate, tetradecanal, hexadecan-1-ol, a Δ x -octadecen-1-ol, and octadecan-1-ol. The major compounds ofP. pulcher are ethyl (Z)-7-hexadecenoate and geranylgeraniol acetate, which comprise nearly 90% of the neutral lipid fraction, with smaller amounts of tetradecanal, pentadecanal, and ethyl hexadecanoate; trace amounts of Δ x hexadecenal, hexadecanal, and octadecanal are also present.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 16 (1990), S. 2135-2143 
    ISSN: 1573-1561
    Keywords: Philanthus triangulum ; Hymenoptera ; Sphecidae ; Philanthinae ; beewolf ; (Z)-11-eicosen-1-ol ; 10-nonadecen-2-one ; nonadecenal ; eicosenal ; pheromone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Males of the European and African beewolf,Philanthus triangulum, possess a sex specific mandibular gland secretion that is used for marking plant stems in mating territories. The secretion is composed of 90% (Z)-11-eicosen-1-ol plus small amounts of 10-nonadecen-2-one, nonadecenal, octadecanoic and octadecenoic acids, and eicosenal. The chemistry of this secretion differs markedly from the secretions of North AmericanPhilanthus, which consist of a larger number of components that possess different chemical functionalities and are more volatile. We postulate that the chemical differences betweenP. triangulum and its New World relatives reflect phylogenetic differences plus a possible reduced necessity for species isolating mechanisms inP. triangulum.
    Type of Medium: Electronic Resource
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