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. 2018 Sep 11;9:3687. doi: 10.1038/s41467-018-06083-7

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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 — Structures and biosynthetic gene clusters of fosfazinomycin and kinamycin. a Structures of a select group of N–N bond-containing natural products. b Structures of the biosynthetic intermediates discussed in this study. c Selected segments of the biosynthetic gene clusters of fosfazinomycin and kinamycin that encompass the genes discussed in this study. The five conserved genes in the two clusters are colored based on annotations of their gene products using BLAST analysis: glutamine synthetase (blue-gray), amidase (dark blue), hypothetical protein (red), N-acetyltransferase (purple), and adenylosuccinate lyase (green). The amino acid identities between the homologous enzymes from the fzm cluster from Streptomyces sp. XY332 and the kin cluster from Streptomyces murayamaensis ATCC 21414 (FzmN/KinL, FzmO/KinK, FzmP/KinJ, FzmQ/KinN, and FzmR/KinM) are indicated below the kin cluster. fzmL and fzmM, which encode enzymes responsible for forming nitrous acid from aspartic acid, are colored in white