The benzodiazepine-like natural product tilivalline is produced by the entomopathogenic bacterium Xenorhabdus eapokensis.
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 eapok...
| Main Authors: | , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Public Library of Science (PLoS)
2018-01-01
|
| Series: | PLoS ONE |
| Online Access: | http://europepmc.org/articles/PMC5875774?pdf=render |
| _version_ | 1818175714495561728 |
|---|---|
| author | Hendrik Wolff Helge B Bode |
| author_facet | Hendrik Wolff Helge B Bode |
| author_sort | Hendrik Wolff |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-11T20:04:41Z |
| format | Article |
| id | doaj.art-8def7fccc35349c882d7e8dee2547b26 |
| institution | Directory Open Access Journal |
| issn | 1932-6203 |
| language | English |
| last_indexed | 2024-12-11T20:04:41Z |
| publishDate | 2018-01-01 |
| publisher | Public Library of Science (PLoS) |
| record_format | Article |
| series | PLoS ONE |
| spelling | doaj.art-8def7fccc35349c882d7e8dee2547b262022-12-22T00:52:26ZengPublic Library of Science (PLoS)PLoS ONE1932-62032018-01-01133e019429710.1371/journal.pone.0194297The benzodiazepine-like natural product tilivalline is produced by the entomopathogenic bacterium Xenorhabdus eapokensis.Hendrik WolffHelge B BodeThe 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.http://europepmc.org/articles/PMC5875774?pdf=render |
| spellingShingle | Hendrik Wolff Helge B Bode The benzodiazepine-like natural product tilivalline is produced by the entomopathogenic bacterium Xenorhabdus eapokensis. PLoS ONE |
| title | The benzodiazepine-like natural product tilivalline is produced by the entomopathogenic bacterium Xenorhabdus eapokensis. |
| title_full | The benzodiazepine-like natural product tilivalline is produced by the entomopathogenic bacterium Xenorhabdus eapokensis. |
| title_fullStr | The benzodiazepine-like natural product tilivalline is produced by the entomopathogenic bacterium Xenorhabdus eapokensis. |
| title_full_unstemmed | The benzodiazepine-like natural product tilivalline is produced by the entomopathogenic bacterium Xenorhabdus eapokensis. |
| title_short | The benzodiazepine-like natural product tilivalline is produced by the entomopathogenic bacterium Xenorhabdus eapokensis. |
| title_sort | benzodiazepine like natural product tilivalline is produced by the entomopathogenic bacterium xenorhabdus eapokensis |
| url | http://europepmc.org/articles/PMC5875774?pdf=render |
| work_keys_str_mv | AT hendrikwolff thebenzodiazepinelikenaturalproducttilivallineisproducedbytheentomopathogenicbacteriumxenorhabduseapokensis AT helgebbode thebenzodiazepinelikenaturalproducttilivallineisproducedbytheentomopathogenicbacteriumxenorhabduseapokensis AT hendrikwolff benzodiazepinelikenaturalproducttilivallineisproducedbytheentomopathogenicbacteriumxenorhabduseapokensis AT helgebbode benzodiazepinelikenaturalproducttilivallineisproducedbytheentomopathogenicbacteriumxenorhabduseapokensis |