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J Chem Ecol


Title:Stylopsal: the first identified female-produced sex pheromone of strepsiptera
Author(s):Cvacka J; Jiros P; Kalinova B; Straka J; Cerna K; Sebesta P; Tomcala A; Vasickova S; Jahn U; Sobotnik J;
Address:"Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, vvi., Flemingovo nam. 2, 16610, Prague 6, Czech Republic"
Journal Title:J Chem Ecol
Year:2012
Volume:20121111
Issue:12
Page Number:1483 - 1491
DOI: 10.1007/s10886-012-0214-7
ISSN/ISBN:1573-1561 (Electronic) 0098-0331 (Linking)
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"
Keywords:"Aldehydes/*analysis/chemical synthesis/pharmacology Animals Fat Body/chemistry Female Gas Chromatography-Mass Spectrometry Insecta/chemistry/*physiology Male Sex Attractants/*chemistry Sexual Behavior, Animal/drug effects/physiology Spectrophotometry, Inf;"
Notes:"MedlineCvacka, Josef Jiros, Pavel Kalinova, Blanka Straka, Jakub Cerna, Katerina Sebesta, Petr Tomcala, Ales Vasickova, Sona Jahn, Ullrich Sobotnik, Jan eng Research Support, Non-U.S. Gov't 2012/11/13 J Chem Ecol. 2012 Dec; 38(12):1483-91. doi: 10.1007/s10886-012-0214-7. Epub 2012 Nov 11"

 
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