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J Chem Ecol

Title:		"Identification and Synthesis of the Male-produced Sex Pheromone of the Stink Bug, Pellaea stictica"
Author(s):		Favaro CF; Millar JG; Zarbin PH;
Address:		"Departamento de Quimica, Universidade Federal do Parana, CP 19081, CEP 81531-990, Curitiba, PR, Brazil. Department of Entomology, University of California, Riverside, CA, 92521, USA. Departamento de Quimica, Universidade Federal do Parana, CP 19081, CEP 81531-990, Curitiba, PR, Brazil. pzarbin@ufpr.br"
Journal Title:		J Chem Ecol
Year:		2015
Volume:		20150830
Issue:		9
Page Number:		859 - 868
DOI:		10.1007/s10886-015-0621-7
ISSN/ISBN:		1573-1561 (Electronic) 0098-0331 (Linking)
Abstract:		"Stink bugs are major pests of a wide variety of agricultural crops worldwide. The species Pellaea stictica is a Neotropical stink bug found in several South American countries. Chromatographic analyses of volatiles released by adults of this species showed that males produce a sex-specific compound, and bioassays with a Y-tube olfactometer showed that the compound was attractive only to females, confirming that it is a sex pheromone. Gas chromatography coupled to mass spectrometry and Fourier transform infrared analyses of the natural compound and several derivatives suggested that the structure was an alcohol with a saturated carbon chain and several methyl branches. After synthesis of two proposed structures, the pheromone of P. stictica was identified as a novel compound, 2,4,8,13-tetramethyltetradecan-1-ol. Laboratory bioassays showed that the synthesized mixture of stereoisomers of 2,4,8,13-tetramethyltetradecan-1-ol was as attractive to P. stictica females as the natural pheromone"
Keywords:		"Animals Fatty Alcohols/analysis/*metabolism Female Gas Chromatography-Mass Spectrometry Hemiptera/chemistry/*metabolism Male Sex Attractants/analysis/*metabolism Sexual Behavior, Animal 2, 4, 8, 13-tetramethyltetradecan-1-ol Gc/ead Hemiptera Microderivatizat;"
Notes:		"MedlineFavaro, Carla F Millar, Jocelyn G Zarbin, Paulo H G eng Research Support, Non-U.S. Gov't 2015/09/01 J Chem Ecol. 2015 Sep; 41(9):859-68. doi: 10.1007/s10886-015-0621-7. Epub 2015 Aug 30"