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J Chem Ecol

Title:		"Identification, Synthesis, and Field Tests of the Sex Pheromone of Margarodes prieskaensis (Jakubski)"
Author(s):		Burger BV; de Klerk CA; Morr M; Burger WJ;
Address:		"Department of Chemistry and Polymer Science, Stellenbosch University, Stellenbosch, 7602, South Africa. LECUS@sun.ac.za. ARC Infruitec-Nietvoorbij, Stellenbosch, 7602, South Africa. , Elmblick 53, D-3802, Wolfenbuttel, Germany. Department of Chemistry and Polymer Science, Stellenbosch University, Stellenbosch, 7602, South Africa"
Journal Title:		J Chem Ecol
Year:		2017
Volume:		20161221
Issue:		1
Page Number:		94 - 105
DOI:		10.1007/s10886-016-0801-0
ISSN/ISBN:		1573-1561 (Electronic) 0098-0331 (Linking)
Abstract:		"Here, we report the identification and synthesis of the sex pheromone of female Margarodes prieskaensis (Jakubski), and the attractiveness of the synthetic pheromone to males in field trapping tests. Volatile organic compounds were collected from virgin females using a sample enrichment probe (SEP). Analyses by gas chromatography coupled to mass spectrometry revealed the presence of only two constituents. By scaling up the SEP, sufficient of the major constituent was collected for (1)H and (13)C nuclear magnetic resonance (NMR) analyses and ancillary NMR techniques. The sex attractant was identified as (2R,4R,6R,8R)-2,4,6,8-tetramethylundecan-1-ol. The enantiomerically pure compound was synthesized from octadecyl (2R,4R,6R,8R)-2,4,6,8-tetramethylundecanoate, a minor component of the uropygial (preen) gland secretion of the domestic goose, Anser domesticus. Field trapping experiments, carried out in vineyards in the Northern Cape Province of South Africa, showed that the synthetic compound was as attractive to winged males of M. prieskaensis as virgin females. The second compound detected was identified as the corresponding acetate, but addition of this did not affect the attractiveness of the major component. We believe this to be the first identification of a sex attractant of the Margarodidae"
Keywords:		"Animals Behavior, Animal Female Hemiptera/*metabolism/physiology Male *Sex Attractants/analysis/chemistry/metabolism *Volatile Organic Compounds/analysis/chemistry/metabolism (2R, 4R, 6R, 8R)-2, 4, 6, 8-tetramethylundecan-1-ol Bioassay Headspace analysis Hemipt;"
Notes:		"MedlineBurger, Barend V de Klerk, C Andre Morr, Michael Burger, Wilhelmina J G eng 2016/12/23 J Chem Ecol. 2017 Jan; 43(1):94-105. doi: 10.1007/s10886-016-0801-0. Epub 2016 Dec 21"