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. 2020 May 8;11:2272. doi: 10.1038/s41467-020-16145-4

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© The Author(s) 2020

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. 2 — a Primary amino acid sequence of LazA precursor peptide. b–g Reconstitution of azole and Dha formation in FIT-Laz. LazA precursor peptide produced with the FIT system was treated with a combination of Laz enzymes as indicated in each panel and the reaction outcomes were analyzed by LC-MS. Displayed are ^brEIC LC-MS chromatograms and composite mass spectra integrated over a time period shaded in the corresponding chromatograms. See Methods and Supplementary Figs. 5–8 for details on reaction conditions and the explanation of ^brEIC chromatograms. h–k Reconstitution of lactazole A biosynthesis in FIT-Laz. Displayed are LC-MS chromatograms (left to right: ^brEIC; ^nrEIC at m/z 1026.77 for LP-NH₂ generated during the final macrocyclization step; overlaid ^nrEICs at m/z 701.20 for lactazole A shown in black, m/z 692.20 for Dha4-lactazole in green, and m/z 710.20 for Ser10-lactazole in olive) and overlaid mass spectra for lactazole A, Dha4-lactazole, and Ser10-lactazole. These results demonstrate that the order of enzyme addition is critical to the success of lactazole A biosynthesis.