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  • (Z,E)-9,12-tetradecadienal  (1)
  • (Z,Z,Z)-3,6,9-heneicosatriene  (1)
  • Chemistry  (1)
  • 1
    ISSN: 1570-7458
    Schlagwort(e): Lepidoptera ; Arctiidae ; Sex Pheronome ; Behaviour ; Electroantennography ; Physico-chemistry ; (Z,Z)-3,6-Cis-9S,10R-epoxyheneicosadiene ; (Z,Z)-3,6-Cis-9,10-epoxyeicosadiene ; (Z,Z,Z)-3,6,9-heneicosatriene ; Lépidoptère ; Arctiidae ; Phéromone sexuelle ; Comportement ; Electroantennographie ; Physicochimie ; Epoxy-9S,10R-(Cis) hénéicosadiène-3Z,6Z ; Epoxy-9,10-(Cis) éicosadiène-3Z,6Z ; Hénéicosatriène-3Z,6Z,9Z
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Biologie
    Beschreibung / Inhaltsverzeichnis: Abstract The hexanic extracts from pheronomal glands of T. jacobaeae virgin females have been studied. Gas-chromatographic and mass-spectrometric analyses of the main component (no 1) (98%) in combination with behavioral and electrophysiological bioassays allowed us to determine its structure and absolue configuration: (Z,Z)-3,6-Cis-(S,R)9,10-epoxyheneicosadiene previously described in other Arctiid moths. A minor constituent (no 2) (1.5%) was identified as (Z,Z)-3,6-Cis-(S,R)9,10-epoxyeicosadiene by comparison with synthetic compound. This structure is a new one for a lepidoptera sex pheromone. The third component (no 3) of the same extracts has the same physico-chemical data as those of a previously reported constituent of another Arctiid moth: (Z,Z,Z)-3,6,9 heneicosatriene.
    Notizen: Abstract Les analyses physico-chimiques d'extraits hexaniques de glandes à phéromone de femelles vierges de T. jacobaeae, associées à des études du comportement sexuel et à l'électroantennographie, ont permis d'identifier le composé majoritaire (98%) comme étant l'époxy-9S,10R-(Cis)-hénéicosadiène-3Z,6Z (no 1) et de déterminer sa configuration absolue. Les analogies entre les spectres du composé no 2 (1,5%) et ceux de l'époxy-9S,10R éicosadiène-3Z,6Z de synthèse nous conduisent à proposer cette structure pour ce constituant minoritaire. Le troisième produit (0,5%) possède les caractéristiques physico-chimiques de l'hénéicosatriène-3Z,6Z,9Z (no 3). Les produits 1 et 3 ont déjà été identifiés comme constituants de phéromones d'Arctiidae tandis que le produit 2 est décrit ici pour la première fois dans une sécrétion phéromonale de Lépidoptère.
    Materialart: Digitale Medien
    Standort Signatur Erwartet Verfügbarkeit
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  • 2
    ISSN: 1573-1561
    Schlagwort(e): Lepidoptera ; Pyralidae ; Homoeosoma nebulellum ; European sunflower moth ; sex pheromone ; identification ; multicomponent blend ; (Z,E)-9,12-tetradecadienal
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Biologie , Chemie und Pharmazie
    Notizen: Abstract Four components, (Z)-9-tetradecenal (8.6%), (Z,E)-9,12-tetradecadienal (4.8%), (Z)-11-hexadecenal (49.5%), and (Z)-13-octadecenal (37.1%), were identified in extracts of female pheromone glands of the European sunflower moth,Homoeosoma nebulellum (Lepidoptera: Pyralidae) using GC and GC-MS analyses. EAG and single-cell recordings of male antennal receptors gave strong evidence for (Z,E)-9,12-tetradecadienal as the antennal key compound of sex pheromone detection in this species. This result was confirmed by field trapping; removal of (Z,E)-9,12-tetradecadienal from quaternary blends completely suppressed the male catches. The synthetic blends with this compound as a major component caught five times less males than the blends reproducing the ratio found in the female extracts [5% of (Z,E)-9,12-tetradecadienal only]. The occurrence of a minor component perceived as the most biologically relevant compound is discussed.
    Materialart: Digitale Medien
    Standort Signatur Erwartet Verfügbarkeit
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  • 3
    Digitale Medien
    Digitale Medien
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 25 (1990), S. 49-52 
    ISSN: 0030-493X
    Schlagwort(e): Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: A recent reinvestigation of the reactivity of NO+ towards straight-chain monoolefinic compounds revealed that the characteristic acylium ions, previously reported for alkenyl acetates and related compounds, could also be obtained from alkenes and alkenoic acids (or esters). In this study, the influence of the sample pressure and that of NO on the production of the acylium ions was investigated, leading to disappearance graphs indicative of a strong dependence on these experimental factors. This gives a further explanation for previous apparent discrepancies in the literature and the optimum conditions of use for double-bond location in a variety of substituted or unsubstituted monoolefins.
    Zusätzliches Material: 4 Ill.
    Materialart: Digitale Medien
    Standort Signatur Erwartet Verfügbarkeit
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