, Volume 38, Issue 12, pp 1483-1491

Stylopsal: The First Identified Female-produced Sex Pheromone of Strepsiptera

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Abstract

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.

This and the following paper by Tolasch et al., are being published in tandem. The research was presented to the scientific community and submitted to the Journal within a short timeframe, and the work reported is similar and complementary. All authors agreed to the decision of the Editors