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. Author manuscript; available in PMC: 2018 Oct 20.
Published in final edited form as: ACS Chem Biol. 2017 Sep 8;12(10):2598–2608. doi: 10.1021/acschembio.7b00479

Figure 1.

Figure 1

Biosynthetic pathways to precolibactins. Compounds 1–13 (complete structures are shown in Figure S1) are proposed to be generated by the NRPS/PKS hybrid proteins ClbNBCHIJ. The extender unit 2-aminomalonyl (AM, highlighted in red) is produced by ClbDEF together with the first A domain of ClbH. The absence of ClbQ (in a ΔclbP ΔclbQ mutant of clb+ E. coli), allowed identification of 2-AM containing compounds 14–16, via pathway A. The presence of ClbQ (in a ΔclbP background) directs to pathway B, compounds 17–19. A, adenylation; ACP, acyl carrier protein; AT, acyl transferase; C condensation; Cy, cyclization; DH, dehydratase; E, epimerase; KS, keto synthase; Ox, oxidase; PCP, peptidyl carrier protein.