Supplementary information
From the following article
Small-molecule pheromones that control dauer development in Caenorhabditis elegans
Rebecca A Butcher, Masaki Fujita, Frank C Schroeder & Jon Clardy
Nature Chemical Biology 3, 420 - 422 (2007) Published online: 10 June 2007
doi:10.1038/nchembio.2007.3
Supplementary Fig. 1
NMR spectra of natural 1 in methanol-d4.
Supplementary Fig. 2
Key COSY interactions and HMBC interactions.
Supplementary Fig. 3
Establishing the stereochemistry of 1.
Supplementary Fig. 4
NMR spectra of synthetic 2 in methanol-d4.
Supplementary Fig. 5
Comparison of the activities of 1, 2, and 3 in the dauer formation assay in different mutant backgrounds at 20 °C.
Supplementary Fig. 6
Percent dauer formation in wild-type and daf-22 worms.
Supplementary Table 1
1H, 13C NMR and HMBC data for 1 in methanol-d4.
Supplementary Table 2
1H and 13C NMR data for 2 in acetone-d6 derived from dqf-COSY, HMQC, and HMBC spectra.
Supplementary Methods
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