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

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.

SUBMITTER: Butcher RA

PROVIDER: S-EPMC2726967 | biostudies-literature | 2009 Jul

REPOSITORIES: biostudies-literature

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

Butcher Rebecca A RA Ragains Justin R JR Clardy Jon J

Organic letters 20090701 14

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. ...[more]

PMID: 19545143

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