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

被引:64
作者
Butcher, Rebecca A. [1 ]
Ragains, Justin R. [1 ]
Clardy, Jon [1 ]
机构
[1] Harvard Univ, Sch Med, Dept Biol Chem & Mol Pharmacol, Boston, MA 02115 USA
关键词
NEMATODE CAENORHABDITIS-ELEGANS; C-ELEGANS; LARVAL DEVELOPMENT; CHEMOSENSORY NEURONS; INSULIN; GENE; ENCODES; MEMBER; DAF-2; LONGEVITY;
D O I
10.1021/ol901011c
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
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.
引用
收藏
页码:3100 / 3103
页数:4
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