0000000000164683

AUTHOR

Jean Claude Braekman

showing 4 related works from this author

Synthesis of syn-4,6-dimethyldodecanal, the male sex pheromone and trail-following pheromone of two species of the termite Zootermopsis.

2011

Recently, we reported that syn-4,6-dimethyldodecanal is the male sex pheromone and the trail-following pheromone of the Termopsidae Zootermopsis nevadensis and Zootermopsis angusticollis. In this article, we describe the syntheses of the mixture of the four stereoisomers of 4,6-dimethyldodecanal using a synthetic pathway where the key step is a Wittig reaction between methyl 4-methyl-5-oxo-pentanoate and 1-methylheptyl-triphenylphosphonium iodide, and of (±)-syn-4,6-dimethyldodecanal starting from 3,5-dimethyl-2-cyclohexen-1-one. Direct GC–MS comparison of these synthetic samples with the natural pheromone allowed its unambiguous identification.

Malefood.ingredientbiologyMolecular StructureStereochemistryChemistryZootermopsisOrganic ChemistryTermopsidaeIodine CompoundsPlant ScienceIsopterabiology.organism_classificationBiochemistryZootermopsis nevadensisGas Chromatography-Mass SpectrometryPheromonesAnalytical ChemistryfoodZootermopsis angusticollisIsomerismSex pheromoneValeratesPheromoneAnimalsNatural product research
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Sex pheromones and trail-following pheromone in the basal termites Zootermopsis nevadensis (Hagen) and Z. angusticollis (Hagen) (Isoptera: Termopsida…

2010

In the context of an evolutionary study of the chemical communication in termites, sex pheromones and trail-following pheromones were investigated in two Termopsidae, Zootermopsis nevadensis and Z. angusticollis. In these species, in which the presence of sex-specific pheromones has been demonstrated previously, the chemical structure of the female sex pheromone has now been identified as (5E)-2,6,10-trimethylundeca-5,9-dienal and the male sex pheromone as (+)- or (-)-syn-4,6-dimethyldodecanal. The amount of sex pheromone was estimated at 5-10 ng per individual in females and 2-5 ng in males. Because these two sympatric species do not differ in their pheromonal chemical composition, reprodu…

0106 biological sciencesfood.ingredientbiologyEcologyZootermopsisTermopsidaeZoologyKalotermitidaeContext (language use)biology.organism_classification010603 evolutionary biology01 natural sciencesZootermopsis nevadensis010602 entomologyfoodMastotermes darwiniensisSex pheromonePheromoneEcology Evolution Behavior and SystematicsBiological Journal of the Linnean Society
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ChemInform Abstract: New Macrolactones from the Defensive Salivary Secretion of Soldiers of the African Termite Pseudacanthotermes spiniger.

2010

The salivary defensive secretion of large soldier termites of the species Pseudacanthotermes spiniger contains two novel macrocyclic lactones [22-keto-hexacosanolide (2) and 2-hydroxy-24-keto-octacosanolide (3)] together with the already known macrolactone hexacosanolide (1). In addition, the secretion contains important amounts of a polysaccharide based mainly upon β-glucopyranose, β-glucosamine and N-acetyl-β-glucosamine in equal amount.

chemistry.chemical_classificationSalivary secretionchemistrySecretionGeneral MedicinePseudacanthotermes spinigerPolysaccharideMicrobiologyChemInform
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New macrolactones from the defensive salivary secretion of soldiers of the african termite Pseudacanthotermes spiniger

1999

The salivary defensive secretion of large soldier termites of the species Pseudacanthotermes spiniger contains two novel macrocyclic lactones [22-keto-hexacosanolide (2) and 2-hydroxy-24-keto-octacosanolide (3)] together with the already known macrolactone hexacosanolide (1). In addition, the secretion contains important amounts of a polysaccharide based mainly upon β-glucopyranose, β-glucosamine and N-acetyl-β-glucosamine in equal amount.

chemistry.chemical_classificationSalivary secretionChemistryOrganic ChemistryDrug DiscoverySecretionPseudacanthotermes spinigerPolysaccharideBiochemistryMicrobiologyTetrahedron Letters
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