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Bioorg Med Chem

Title:		"Identification and biosynthesis of (E,E)-10,12-tetradecadienyl acetate in Spodoptera littoralis female sex pheromone gland"
Author(s):		Navarro I; Mas E; Fabrias G; Camps F;
Address:		"Departament de Quimica Organica Biologica, CID-CSIC, Barcelona, Spain"
Journal Title:		Bioorg Med Chem
Year:		1997
Volume:		5
Issue:		7
Page Number:		1267 - 1274
DOI:		10.1016/s0968-0896(97)00072-2
ISSN/ISBN:		0968-0896 (Print) 0968-0896 (Linking)
Abstract:		"A minor component of the sex pheromone gland of the Egyptian cotton leafworm, Spodoptera littoralis, has been identified as (E,E)-10,12-tetradecadienyl acetate. Structural elucidation has been carried out by isobutane-chemical ionization mass spectrometry of the fatty acyl biosynthetic precursor-derived methyl ester. To assign the stereochemistry of the double bonds, the four isomers of both 10,12-tetradecadienyl acetates and methyl 10,12-tetradecadienoates have been synthesized and their gas chromatography retention times and mass spectra have been compared to those of the corresponding natural compounds. Mass-labeling experiments showed that the (E,E)-10,12-tetradecadienoyl moiety is biosynthetically derived from (Z)-11-tetradecenoic acid in the insect pheromone gland"
Keywords:		Acetates/*analysis/*metabolism Animals Fatty Alcohols/*analysis/*metabolism Female Gas Chromatography-Mass Spectrometry Pheromones/*analysis/*chemical synthesis Spodoptera/*chemistry/*metabolism;
Notes:		"MedlineNavarro, I Mas, E Fabrias, G Camps, F eng Research Support, Non-U.S. Gov't England 1997/07/01 Bioorg Med Chem. 1997 Jul; 5(7):1267-74. doi: 10.1016/s0968-0896(97)00072-2"