An Indole-Containing Dauer Pheromone Component with Unusual Dauer Inhibitory Activity at Higher Concentrations

descriptionPublicationkeyboard_double_arrow_right Article 22 Jun 2009 English Publisher:American Chemical Society (ACS)Journal:Organic Letters, volume 11, pages 3,100-3,103 (issn: 1523-7060, eissn: 1523-7052,

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Authors: Rebecca A, Butcher; Justin R, Ragains; Jon, Clardy;

doi: 10.1021/ol901011c

pmid: 19545143

pmc: PMC2726967

An Indole-Containing Dauer Pheromone Component with Unusual Dauer Inhibitory Activity at Higher Concentrations

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Abstract

In Caenorhabditis elegans, the dauer pheromone, which consists of a number of derivatives of the 3,6-dideoxysugar ascarylose, is the primary cue for entry into the stress-resistant, "nonaging" dauer larval stage. Here, using activity-guided fractionation and NMR-based structure elucidation, a structurally novel, indole-3-carboxyl-modified ascaroside is identified that promotes dauer formation at low nanomolar concentrations but inhibits dauer formation at higher concentrations.

Related Organizations

Harvard University
United States

Keywords

Indoles, Molecular Structure, Larva, Animals, Caenorhabditis elegans, Pheromones, Hexoses

9 Research products, page 1 of 1

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