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J Chem Ecol

Title:		Identification of sex pheromone components of the painted apple moth: a tussock moth with a thermally labile pheromone component
Author(s):		El-Sayed AM; Gibb AR; Suckling DM; Bunn B; Fielder S; Comeskey D; Manning LA; Foster SP; Morris BD; Ando T; Mori K;
Address:		"HortResearch, Canterbury Research Center, Lincoln, New Zealand. AEl-Sayed@hortresearch.co.nz"
Journal Title:		J Chem Ecol
Year:		2005
Volume:		31
Issue:		3
Page Number:		621 - 646
DOI:		10.1007/s10886-005-2050-5
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"The sex pheromone of the painted apple moth, Teia anartoides (Lymantriidae) was investigated using GC-EAD and GC-MS analysis, derivatization, TLC analysis, and field cage and field trapping bioassays. The major sex pheromone components were identified as (6Z,9Z)-henicosa-6,9-dien-11-one and (6Z,9Z)-henicosa-6,9-diene. Other minor components of pheromone gland extracts included (6Z)-9R, 10S-epoxyeicos-6-ene, (6Z)-9R,10S-epoxyhenicos-6-ene, (6Z,9Z)-henicosa-6,9-dien-11-ol, (6Z)-henicos-6-en-11-one, and (6Z, 8E)-henicosa-6,8-dien-11-one, but the roles of these minor components remain equivocal. In field cage and field experiments, a blend of all seven identified components [(6Z,9Z)-henicosa-6,9-dien-11-one (relative amount 100), (6Z,9Z)-henicosa-6,9-diene (100), (6Z)-9R,10S-epoxyeicos-6-ene (5), (6Z)-9R,10S-epoxyhenicos-6-ene (10), (6Z,9Z)-henicosa-6,9-dien-11-ol (5), (6Z)-henicos-6-en-11-one (1), and (6Z,8E)-henicosa-6,8-dien-11-one (25)] was as attractive to males as calling females, but tests with blends of the major component(s) with subsets of the minor components did not produce consistent results that unequivocally showed the various minor components to be critical components of the active blend. (6Z,9Z)-henicosa-6,9-dien-11-one is thermally labile and rearranges to (6Z,8E)-henicosa-6,8-dien-1-one and other products at ambient temperature, rendering the synthetic pheromone lure inactive after two days of field exposure"
Keywords:		"Animals Behavior, Animal/physiology Female Male Molecular Structure Moths/chemistry/*physiology Sex Attractants/*chemistry/*physiology Temperature;"
Notes:		"MedlineEl-Sayed, A M Gibb, A R Suckling, D M Bunn, B Fielder, S Comeskey, D Manning, L A Foster, S P Morris, B D Ando, T Mori, K eng Research Support, Non-U.S. Gov't 2005/05/19 J Chem Ecol. 2005 Mar; 31(3):621-46. doi: 10.1007/s10886-005-2050-5"