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J Chem Ecol

Title:		"Absolute configuration of mosquito oviposition attractant pheromone, 6-acetoxy-5-hexadecanolide"
Author(s):		Laurence BR; Mori K; Otsuka T; Pickett JA; Wadhams LJ;
Address:		"London School of Hygiene and Tropical Medicine, WCIE 7HT, London, UK"
Journal Title:		J Chem Ecol
Year:		1985
Volume:		11
Issue:		5
Page Number:		643 - 648
DOI:		10.1007/BF00988573
ISSN/ISBN:		0098-0331 (Print) 0098-0331 (Linking)
Abstract:		"6-Acetoxy-5-hexadecanolide (Ia) in the oviposition attractant pheromone released from egg apical droplets of the mosquitoCulex pipiens fatigans Wied. is shown to be the (-)-(5R,6S)- enantiomer. Identification was by chromatography of the 6-trifluoroacetoxy derivatives of the natural pheromone and of the synthetic (-)-(5R,6S)- (Ib) and (+)-(5S,6R)- (IIb) enantiomers on a capillary column having a chiral stationary phase comprising a derivative of (1S,3S)-chrysanthemic acid. The synthetic (-)-(5R,6S)- enantiomer (Ia) attracted oviposition of four fold more mosquito egg rafts than the control (P < 0.01) whereas for the (5S,6R)- enantiomer (IIa) there was no statistically significant oviposition attraction"
Keywords:
Notes:		"PubMed-not-MEDLINELaurence, B R Mori, K Otsuka, T Pickett, J A Wadhams, L J eng 1985/05/01 J Chem Ecol. 1985 May; 11(5):643-8. doi: 10.1007/BF00988573"