Biosynthetic Origin of the Antibiotic Pseudopyronines A and B in Pseudomonas putida BW11M1 |
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| Authors: | Judith S. Bauer Dr. Maarten G. K. Ghequire Dr. habil. Markus Nett Michaele Josten Prof. Dr. Hans‐Georg Sahl Prof. Dr. René De Mot Prof. Dr. Harald Gross |
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| Affiliation: | 1. Department of Pharmaceutical Biology, Pharmaceutical Institute, University of Tübingen, Tübingen, Germany;2. German Centre for Infection Research (DZIF), Partner site Tübingen, Tübingen, Germany;3. Centre of Microbial and Plant Genetics, Department of Microbial and Molecular Systems, University of Leuven, Heverlee-Leuven, Belgium;4. Junior Research Group “Secondary Metabolism of Predatory Bacteria”, Leibniz Institute for Natural Product Research and Infection Biology, Hans-Kn?ll-Institut, Jena, Germany;5. Institute for Medical Microbiology, Immunology and Parasitology (IMMIP), Pharmaceutical Microbiology Unit, University of Bonn, Bonn, Germany;6. German Centre for Infection Research (DZIF), Partner site Bonn–Cologne, Bonn, Germany |
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| Abstract: | Within the framework of our effort to discover new antibiotics from pseudomonads, pseudopyronines A and B were isolated from the plant‐derived Pseudomonas putida BW11M1. Pseudopyronines are 3,6‐dialkyl‐4‐hydroxy‐2‐pyrones and displayed high in vitro activities against several human pathogens, and in our hands also towards the plant pathogen Pseudomonas savastanoi. Here, the biosynthesis of pseudopyronine B was studied by a combination of feeding experiments with isotopically labeled precursors, genomic sequence analysis, and gene deletion experiments. The studies resulted in the deduction of all acetate units and revealed that the biosynthesis of these α‐pyrones occurs with a single PpyS‐homologous ketosynthase. It fuses, with some substrate flexibility, a 3‐oxo‐fatty acid and a further unbranched saturated fatty acid, both of medium chain‐length and provided by primary metabolism. |
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| Keywords: | alpha-pyrone biosynthesis natural products PpyS Pseudomonas sch 419560 |
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