« Previous AbstractIn the nick of time: males of the parasitoid wasp Pimpla disparis respond to semiochemicals from emerging mates    Next AbstractOenological traits of Lachancea thermotolerans show signs of domestication and allopatric differentiation »

J Chem Ecol

Title:		"(7E,11E)-3,5,9,11-Tetramethyltridecadienal: Sex Pheromone of the Strepsipteran Xenos peckii"
Author(s):		Hrabar M; Zhai H; Gries R; Schaefer PW; Draper J; Britton R; Gries G;
Address:		"Department of Biological Sciences, Simon Fraser University, Burnaby, BC, V5A 1S6, Canada. Chemistry Department, Simon Fraser University, Burnaby, BC, V5A 1S6, Canada. , 4 Dare Drive, Elkton, MD, 21921, USA. Chemistry Department, Simon Fraser University, Burnaby, BC, V5A 1S6, Canada. rbritton@sfu.ca. Department of Biological Sciences, Simon Fraser University, Burnaby, BC, V5A 1S6, Canada. gries@sfu.ca"
Journal Title:		J Chem Ecol
Year:		2015
Volume:		20150814
Issue:		8
Page Number:		732 - 739
DOI:		10.1007/s10886-015-0613-7
ISSN/ISBN:		1573-1561 (Electronic) 0098-0331 (Linking)
Abstract:		"Xenos peckii is a strepsipteran parasitoid of the common North American paper wasp, Polistes fuscatus. Mate-seeking X. peckii males respond to a long-range sex pheromone emitted by the female, which remains permanently embedded within the abdomen of a mobile host wasp. During peak pheromone signalling, we excised the female from her host, severed the cephalothorax containing the pheromone gland, extracted it in hexane, and analyzed aliquots of combined extracts by coupled gas chromatographic-electroantennographic detection (GC-EAD). These analyses revealed a candidate pheromone component (CPC) that consistently elicited strong responses from male antennae. We identified the CPC as (7E,11E)-3,5,9,11-tetramethyltridecadienal based on its retention indices (RI) on three GC-columns, RI inter-column differentials, mass and NMR spectra, and synthesis of an authentic standard that matched the GC-retention and spectrometric characteristics of the CPC. For a field experiment, we prepared (7E,11E)-3,5,9R,11-tetramethyltridecadienal and (7E,11E)-3,5,9S,11-tetramethyltridecadienal. Xenos peckii males were caught in traps baited with either compound singly or a 1:1 mixture of the two but not in unbaited control traps. The sex pheromone of X. peckii resembles that reported for the strepsipterans Stylops mellittae and S. muelleri, (R,R,R)-3,5,9-trimethyldodecanal, suggesting a common biosynthetic pathway across taxonomic genera"
Keywords:		"Animals Arthropod Antennae/*physiology Female Gas Chromatography-Mass Spectrometry Insecta/*metabolism Male Sex Attractants/*metabolism (7E, 11E)-3, 5, 9, 11-tetramethyltridecadienal Gc-ead Gc-ms Sex pheromone Strepsiptera Stylopidia Twisted wing parasite Xen;"
Notes:		"MedlineHrabar, Michael Zhai, Huimin Gries, Regine Schaefer, Paul W Draper, Jason Britton, Robert Gries, Gerhard eng Research Support, Non-U.S. Gov't 2015/08/15 J Chem Ecol. 2015 Aug; 41(8):732-9. doi: 10.1007/s10886-015-0613-7. Epub 2015 Aug 14"