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. Author manuscript; available in PMC: 2020 Feb 5.
Published in final edited form as: Chem Commun (Camb). 2019 Feb 5;55(12):1829–1832. doi: 10.1039/c8cc09729a

Figure 1.

Figure 1.

Assessing A-ring specificity in HhC catalysis. (A) Hedgehog cholesterolysis. Precursor hedgehog undergoes peptide bond rearrangement at a conserved Gly-Cys motif; the resulting thioester is cleaved by substrate sterol (bracket), releasing HhN-sterol and HhC. Catalytic cysteine and aspartate acid residues of HhC depicted as ball-and-strick.(B) Sterols with variant A-ring structures assayed as alternative HhC substrates. Red circles, oxygen atom.