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J Chem Ecol

Title:		Identification of the sex pheromone of the currant shoot borer Lampronia capitella
Author(s):		Lofstedt C; Zhu J; Kozlov MV; Buda V; Jirle EV; Hellqvist S; Lofqvist J; Plass E; Franke S; Francke W;
Address:		"Department of Ecology, Lund University, SE-223 62 Lund, Sweden. christer.lofstedt@ekol.lu.se"
Journal Title:		J Chem Ecol
Year:		2004
Volume:		30
Issue:		3
Page Number:		643 - 658
DOI:		10.1023/b:joec.0000018635.40128.2e
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"Under an artificial light:dark cycle, females of Lampronia capitella were observed calling, with extended terminal abdominal segments, during the first 2 hr of the photoperiod. Extracts of terminal abdominal segments from females elicited large electroantennographic responses from male antennae. Gas chromatography with electroantennographic detection revealed three active peaks. Based on comparison of retention times and mass spectra of synthetic standards, these compounds were identified as (Z,Z)-9,11-tetradecadienol and the corresponding acetate and aldehyde. The electroantennographic activity of the four geometric isomers of all three compounds was investigated, and the respective (Z,Z)-isomer was found to be the most active in all cases. Aldehydes generally elicited larger antennal responses than alcohols, whereas acetates were the least active compounds. A subtractive trapping assay in the field, based on a 13:26:100 micrograms mixture of (Z,Z)-9,11-tetradecadienal, (Z,Z)-9,11-tetradecadienyl acetate, and (Z,Z)-9,11-tetradecadienol confirmed that all three compounds are pheromone components. Subtraction of (Z,Z)-9,11-tetradecadienol from the blend completely eliminated its attractiveness, whereas the other two-component blends showed reduced activity. This is the first pheromone identification from the monotrysian superfamily Incurvarioidea, confirming that the common pheromones among ditrysian moths (long-chain fatty acid derivatives comprising alcohols, acetates, and aldehydes with one or more double bonds) is not an autapomorphy of Ditrysia, but a synapomorphy of the more advanced heteroneuran lineages"
Keywords:		"Acetates/chemistry/isolation & purification/pharmacology Aldehydes/chemistry/isolation & purification/pharmacology Animal Structures/drug effects/physiology Animals Chromatography, Gas Female Ketones/chemistry/isolation & purification/pharmacology Male Ma;"
Notes:		"MedlineLofstedt, Christer Zhu, Junwei Kozlov, Mikhail V Buda, Vincas Jirle, Erling V Hellqvist, Sven Lofqvist, Jan Plass, Ernst Franke, Stephan Francke, Wittko eng Comparative Study Research Support, Non-U.S. Gov't 2004/05/14 J Chem Ecol. 2004 Mar; 30(3):643-58. doi: 10.1023/b:joec.0000018635.40128.2e"