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. 2018 Jun 18;9:2362. doi: 10.1038/s41467-018-04747-y

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© The Author(s) 2018

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. 1 — In vivo characterization of thiocarboxylic acid biosynthesis. a Genetic organization of the ptm gene clusters from the dual PTM–PTN producers S. platensis MA7327, S. platensis CB00739, and S. platensis CB00765. b Genetic organization of the ptn gene cluster from the PTN-exclusive producer S. platensis MA7339. The thioacid cassette investigated in this study, ptmU4 and ptmA3, are present and highlighted (red rectangle) in both the ptm and ptn gene clusters. c Structures of thioplatensimycin (1, thioPTM), thioplatencin (2, thioPTN), platensimycin (3, PTM), and platencin (4, PTN). The aliphatic ketolide and 3-amino-2,4-dihydroxybenzoic acid (5, ADHBA) moieties are highlighted in blue and red, respectively. d Structures of ADHBA (5) and 3-amino-2,4-dihydroxythiobenzoic acid (ADHBSH, 5-SH). e UV at 280 nm from LC-MS analysis of metabolites from SB12039 (ΔptmA3), SB12040 (ΔptmU4), SB12041 (ΔptmS1), SB12042 (ΔptmS2), and SB12043 (ΔptmS4) using the PTM-PTN dual overproducer, SB12029, as a positive control. f Extracted ion chromatograms (EIC, m/z at both 170 and 186) from LC-MS analysis of metabolites from heterologous reconstitution of 5-SH in model Streptomyces hosts. SB12306 was individually scanned using m/z 170 and 186. std standard