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Elife

Title:		Biosynthetic tailoring of existing ascaroside pheromones alters their biological function in C. elegans
Author(s):		Zhou Y; Wang Y; Zhang X; Bhar S; Jones Lipinski RA; Han J; Feng L; Butcher RA;
Address:		"Department of Chemistry, University of Florida, Gainesville, United States"
Journal Title:		Elife
Year:		2018
Volume:		20180604
Issue:
Page Number:		-
DOI:		10.7554/eLife.33286
ISSN/ISBN:		2050-084X (Electronic) 2050-084X (Linking)
Abstract:		"Caenorhabditis elegans produces ascaroside pheromones to control its development and behavior. Even minor structural differences in the ascarosides have dramatic consequences for their biological activities. Here, we identify a mechanism that enables C. elegans to dynamically tailor the fatty-acid side chains of the indole-3-carbonyl (IC)-modified ascarosides it has produced. In response to starvation, C. elegans uses the peroxisomal acyl-CoA synthetase ACS-7 to activate the side chains of medium-chain IC-ascarosides for beta-oxidation involving the acyl-CoA oxidases ACOX-1.1 and ACOX-3. This pathway rapidly converts a favorable ascaroside pheromone that induces aggregation to an unfavorable one that induces the stress-resistant dauer larval stage. Thus, the pathway allows the worm to respond to changing environmental conditions and alter its chemical message without having to synthesize new ascarosides de novo. We establish a new model for biosynthesis of the IC-ascarosides in which side-chain beta-oxidation is critical for controlling the type of IC-ascarosides produced"
Keywords:		"Acyl-CoA Oxidase/metabolism Animals Caenorhabditis elegans/growth & development/*metabolism Caenorhabditis elegans Proteins/*metabolism Coenzyme A Ligases/metabolism Glycolipids/*biosynthesis/chemistry Larva/growth & development/metabolism Models, Chemica;"
Notes:		"MedlineZhou, Yue Wang, Yuting Zhang, Xinxing Bhar, Subhradeep Jones Lipinski, Rachel A Han, Jungsoo Feng, Likui Butcher, Rebecca A eng P40 OD010440/OD/NIH HHS/ S10 OD021758/OD/NIH HHS/ R01 GM118775/NH/NIH HHS/ R01 GM118775/GM/NIGMS NIH HHS/ Research Support, N.I.H., Extramural Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S. England 2018/06/05 Elife. 2018 Jun 4; 7:e33286. doi: 10.7554/eLife.33286"