« Previous AbstractProtein kinase Calpha mediates a novel form of plasticity in the accessory olfactory bulb    Next AbstractRecent Advances in the Emission and Functions of Plant Vegetative Volatiles »

Org Biomol Chem

Title:		Selective MS screening reveals a sex pheromone in Caenorhabditis briggsae and species-specificity in indole ascaroside signalling
Author(s):		Dong C; Dolke F; von Reuss SH;
Address:		"Max Planck Institute for Chemical Ecology, Department of Bioorganic Chemistry, Hans-Knoell Strasse 8, D-07745 Jena, Germany. svonreuss@ice.mpg.de"
Journal Title:		Org Biomol Chem
Year:		2016
Volume:		20160706
Issue:		30
Page Number:		7217 - 7225
DOI:		10.1039/c6ob01230b
ISSN/ISBN:		1477-0539 (Electronic) 1477-0520 (Linking)
Abstract:		"The indole ascarosides (icas) represent a highly potent class of nematode-derived modular signalling components that integrate structural inputs from amino acid, carbohydrate, and fatty acid metabolism. Comparative analysis of the crude exo-metabolome of hermaphroditic Caenorhabditis briggsae using a highly sensitive mass spectrometric screen reveals an indole ascaroside blend dominated by two new components. The structures of isolated icas#2 and icas#6.2 were determined by NMR spectroscopy and confirmed by total synthesis and chemical correlation. Low atto- to femtomolar amounts of icas#2 and icas#6.2 act in synergism to attract males indicating a function as sex pheromone. Comparative analysis of 14 Caenorhabditis species further demonstrates that species-specific indole ascaroside biosynthesis is highly conserved in the Elegans group. Functional characterization of the dominating indole ascarosides icas#2, icas#3, and icas#9 reveals a high degree of species-specificity and considerable variability with respect to gender-specificity, thus, confirming that indole ascarosides modulate different biological functions within the Elegans group. Although the nematode response was usually most pronounced towards conspecific signals, Caenorhabditis brenneri, the only species of the Elegans group that does not produce any indole ascarosides, exhibits a robust response to icas#2 suggesting the potential for interspecies interactions"
Keywords:		Animals Caenorhabditis/*chemistry Glycosides/chemistry/*metabolism Indoles/chemistry/*metabolism Mass Spectrometry Molecular Conformation Sex Attractants/*analysis *Signal Transduction Species Specificity;
Notes:		"MedlineDong, Chuanfu Dolke, Franziska von Reuss, Stephan H eng England 2016/07/07 Org Biomol Chem. 2016 Aug 14; 14(30):7217-25. doi: 10.1039/c6ob01230b. Epub 2016 Jul 6"