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. Author manuscript; available in PMC: 2015 Jan 7.
Published in final edited form as: Cell Metab. 2014 Jan 7;19(1):73–83. doi: 10.1016/j.cmet.2013.11.024

Figure 4. Structures and 1H-NMR-based assignment of absolute configuration of DAF-12 ligands.

Figure 4

(A) Structures of, Δ1,7-DA (dafa#1), Δ7-DA (dafa#2), 3α-OH-Δ7-DA (dafa#3), Δ4-DA (dafa#4), Δ0-DA (dafa#5), and 3β-OH-Δ7-DA (dafa#6). See Experimental Procedures for compound nomenclature.

(B) NMR-spectroscopic determination of the relative configuration at C-25 in natural Δ7-DA. C-18 singlet region of 1H NMR spectra (600 MHz, pyridine-d5) of natural Δ7-DA and mixtures with synthetic (25R)-Δ7-DA and (25S)-Δ7-DA.

(C) NMR-spectroscopic determination of the relative configuration at C-25 in natural Δ1,7-DA. C-18 singlet region of 1H NMR spectra (600 MHz, pyridine-d5) of natural Δ1,7-DA and mixtures with synthetic (25R)-Δ1,7-DA and synthetic (25S)-Δ1,7-DA.