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. Author manuscript; available in PMC: 2016 Jul 21.
Published in final edited form as: J Am Chem Soc. 2016 Apr 22;138(17):5487–5490. doi: 10.1021/jacs.5b13529

Figure 1.

Figure 1

(a) Pantocin (PA) biosynthetic cluster from P. agglomerans and (b) proposed biosynthesis of Pantocin A. Biosynthesis requires condensation onto the peptide backbone and Claisen-like condensation between the two glutamic acids. Logically, either condensation (path i or ii) could occur first and either glutamate residue could provide the putative enolate nucleophile. A subsequent oxidative decarboxylation will yield the same bicyclic core. A detailed mechanistic proposal is given in Scheme S1 in the Supporting Information.