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J Chem Ecol

Title:		"(7Z,9E)-2-methyl-7,9-octadecadiene: a sex pheromone component of Lymantria bantaizana"
Author(s):		Gries R; Khaskin G; Gotoh T; Schaefer PW; Gries G;
Address:		"Department of Biological Sciences, Simon Fraser University, 8888 University Drive, Burnaby, BC V5A 1S6, Canada. gries@sfu.ca"
Journal Title:		J Chem Ecol
Year:		2005
Volume:		31
Issue:		4
Page Number:		879 - 891
DOI:		10.1007/s10886-005-3550-z
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"Our objective was to identify the sex pheromone of Lymantria bantaizana (Lepidoptera: Lymantriidae) whose larvae feed exclusively on walnut, Juglans spp., in China, and Japan. Coupled gas chromatographic-electroantennographic detection (GC-EAD) analyses of pheromone gland extracts revealed a single EAD-active component. Retention index calculations of this compound on four GC columns suggested that it was a methyl-branched octadecadiene with conjugated double bonds. In GC-EAD analyses of 2-methyloctadecenes, (Z)-2-methyl-7-octadecene and (E)-2-methyl-7-octadecene elicited the strongest antennal responses, suggesting that the double bond positions were at C7 and C9. In comparative GC-EAD analyses of pheromone gland extract and stereoselectively synthesized isomers (E,E; E,Z; Z,E; Z,Z) of 2-methyl-7,9-octadecadiene, the (E,Z)- and (Z,E)-isomer had retention times identical to that of the candidate pheromone, but only the latter isomer elicited strong EAD activity. Results of field experiments in Japan substantiated that (7Z,9E)-2-methyl-7,9-octadecadiene is the L. bantaizana sex pheromone, a compound previously unknown in the Lepidoptera. Detection surveys in North America for exotic Eurasian forest defoliators could include traps baited with the L. bantaizana pheromone"
Keywords:		"Alkadienes/*chemistry/pharmacology Animals Chromatography, Gas Female Isomerism Lepidoptera/*chemistry/physiology Male Pest Control, Biological Sex Attractants/*chemistry Sexual Behavior, Animal/physiology;"
Notes:		"MedlineGries, Regine Khaskin, Grigori Gotoh, Tadao Schaefer, Paul W Gries, Gerhard eng Comparative Study Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S. 2005/08/30 J Chem Ecol. 2005 Apr; 31(4):879-91. doi: 10.1007/s10886-005-3550-z"