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J Chem Ecol

Title:		Identification of male-specific chiral compound from the sugarcane weevil Sphenophorus levis
Author(s):		Zarbin PH; Arrigoni Ede B; Reckziegel A; Moreira JA; Baraldi PT; Vieira PC;
Address:		"Departamento de Quimica, Universidade Federal do Parana, Laboratorio de Ecologia Quimica e Sintese Organica, CP 19081 CEP 81531-990 Curitiba-PR, Brazil. pzarbin@quimica.ufpr.br"
Journal Title:		J Chem Ecol
Year:		2003
Volume:		29
Issue:		2
Page Number:		377 - 386
DOI:		10.1023/a:1022634012212
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"Comparative gas chromatographic analyses of airborne volatiles produced by males and females of the sugarcane weevil Sphenophorus levis, showed one male-specific compound. Gas chromatography-mass spectrometry data indicated an aliphatic alcohol that was identified as 2-methyl-4-octanol. Both optical isomers were synthesized in five steps by employing commercially available (R)- and (S)-2.2-dimethyl-1,3-dioxolane-4-methanol as starting material. Enantiomeric resolution by gas chromatography with a chiral column demonstrated that the natural alcohol possessed the S configuration. Preliminary indoor observations suggested that the alcohol elicited aggregation behavior among adults. The same compound has been previously described as an aggregation pheromone in several other curculionid species"
Keywords:		"Animals Chromatography, Gas Coleoptera/*chemistry Female Flight, Animal Male Movement Pheromones/analysis/*chemistry Population Dynamics Volatilization;"
Notes:		"MedlineZarbin, Paulo H G Arrigoni, Enrico de Beni Reckziegel, Aurelia Moreira, Jardel A Baraldi, Patricia T Vieira, Paulo C eng Research Support, Non-U.S. Gov't 2003/05/10 J Chem Ecol. 2003 Feb; 29(2):377-86. doi: 10.1023/a:1022634012212"