Stylopsal: the first identified female-produced sex pheromone of strepsiptera
| Autor: | Soňa Vašíčková, Blanka Kalinová, Aleš Tomčala, Jan Šobotník, Pavel Jiroš, Kateřina Černá, Jakub Straka, Josef Cvačka, Ullrich Jahn, Petr Šebesta |
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| Rok vydání: | 2012 |
| Předmět: |
Male
Insecta Spectrophotometry Infrared Fat Body Mass spectrometry Biochemistry Gas Chromatography-Mass Spectrometry chemistry.chemical_compound Sexual Behavior Animal Stylops Animals Sex Attractants Ecology Evolution Behavior and Systematics chemistry.chemical_classification Strepsiptera Aldehydes biology Fatty acid Lipid metabolism Stereoisomerism General Medicine biology.organism_classification chemistry Sex pheromone Pheromone Organic synthesis Female |
| Zdroj: | Journal of chemical ecology. 38(12) |
| ISSN: | 1573-1561 |
| Popis: | A female-produced sex pheromone of Stylops muelleri was identified as an unusually branched saturated aldehyde (9R)-3,5-syn-3,5,9-trimethyldodecanal. We named it stylopsal. Its structure was established by using mass spectrometry, infrared spectroscopy, and organic synthesis of candidate compounds. The synthetic standard of (9R)-3,5-syn-3,5,9-trimethyldodecanal gave identical chromatographic and mass spectrometric data as the natural pheromone and also was active in electroantennographic and behavioral assays. The female fat body lipids contained the corresponding fatty acid, indicating a possible link between lipid metabolism and the pheromone biosynthesis. |
| Databáze: | OpenAIRE |
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