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Org Lett. 2009 Jul 16;11(14):3100-3. doi: 10.1021/ol901011c.

An indole-containing dauer pheromone component with unusual dauer inhibitory activity at higher concentrations.

Author information

1
Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, 240 Longwood Avenue, Boston, Massachusetts 02115, USA.

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.

PMID:
19545143
PMCID:
PMC2726967
DOI:
10.1021/ol901011c
[Indexed for MEDLINE]
Free PMC Article

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