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Lipids

Title:		"Synthesis of deuterated fatty acids to investigate the biosynthetic pathway of disparlure, the sex pheromone of the gypsy moth, Lymantria dispar"
Author(s):		Abad JL; Fabrias G; Camps F;
Address:		"Departamento de Quimica Organica Biologica, Instituto de Investigaciones Quimicas y Ambientales de Barcelona, Consejo Superior de Investigaciones Cientificas, 08034-Barcelona, Spain. jlaqob@iiqab.csic.es"
Journal Title:		Lipids
Year:		2004
Volume:		39
Issue:		4
Page Number:		397 - 401
DOI:		10.1007/s11745-004-1244-0
ISSN/ISBN:		0024-4201 (Print) 0024-4201 (Linking)
Abstract:		"The preparation and characterization of a series of deuterium-labeled intermediates used in the study of the biosynthetic pathway for disparlure, the sex pheromone of Lymantria dispar, is reported. The synthetic route starts with propargyl alcohol, and the deuterium atoms are introduced by deuteration of an alkyne precursor in the presence of Wilkinson's catalyst. The olefinic bond was created by the Wittig reaction of a suitable aldehyde with a common tetradeuterated phosphonium ylide intermediate. The presence of the expected label and its correct location were confirmed by both MS and 13C NMR. These compounds were successfully used to elucidate the disparlure biosynthetic pathway"
Keywords:		Aldehydes/chemistry *Alkanes/chemistry/metabolism Alkynes/chemistry Animals Deuterium/chemistry Fatty Acids/*chemical synthesis/chemistry Female Male Molecular Structure Moths/*chemistry Propanols/chemistry *Sex Attractants/biosynthesis/chemistry;
Notes:		"MedlineAbad, Jose-Luis Fabrias, Gemma Camps, Francisco eng Research Support, Non-U.S. Gov't 2004/09/11 Lipids. 2004 Apr; 39(4):397-401. doi: 10.1007/s11745-004-1244-0"