TY - JOUR A1 - Wolff, Hendrik A1 - Bode, Helge Björn T1 - The benzodiazepine-like natural product tilivalline is produced by the entomopathogenic bacterium Xenorhabdus eapokensis T2 - PLoS one N2 - The pyrrolobenzodiazepine tilivalline (1) was originally identified in the human gut pathobiont Klebsiella oxytoca, the causative agent of antibiotic-associated hemorrhagic colitis. Here we show the identification of tilivalline and analogs thereof in the entomopathogenic bacterium Xenorhabdus eapokensis as well as the identification of its biosynthesis gene cluster encoding a bimodular non-ribosomal peptide synthetase. Heterologous expression of both genes in E. coli resulted in the production of 1 and from mutasynthesis and precursor directed biosynthesis 11 new tilivalline analogs were identified in X. eapokensis. These results allowed the prediction of the tilivalline biosynthesis being similar to that in K. oxytoca. KW - Klebsiella oxytoca KW - Biosynthesis KW - Insects KW - Indoles KW - Network analysis KW - Operons KW - Proline KW - Protein domains Y1 - 2018 UR - http://publikationen.ub.uni-frankfurt.de/frontdoor/index/index/docId/45880 UR - https://nbn-resolving.org/urn:nbn:de:hebis:30:3-458804 SN - 1932-6203 N1 - Copyright: © 2018 Wolff, Bode. This is an open access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited. VL - 13 IS - (3): e0194297 SP - 1 EP - 19 PB - PLoS CY - Lawrence, Kan. ER -