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. 2019 Aug 9;10:3611. doi: 10.1038/s41467-019-11538-6

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© The Author(s) 2019

Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.

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Fig. 4 — Proposed biosynthesis of the formicapyridine backbone. Derailment of fasamycin biosynthesis due to premature hydrolysis of the PKS acylcarrier protein leads to the β-ketoacid intermediate 28 which is facile to decarboxylation yielding methylketone 29. Transamination of 29 leads of amine intermediates which can undergo spontaneous cyclization and aromatization to yield formicapyridines