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Biosynthetic Origin of the Antibiotic Pseudopyronines A and B in Pseudomonas putida BW11M1
Author(s) -
Bauer Judith S.,
Ghequire Maarten G. K.,
Nett Markus,
Josten Michaele,
Sahl HansGeorg,
De Mot René,
Gross Harald
Publication year - 2015
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201500413
Subject(s) - pseudomonas putida , biosynthesis , fatty acid , pseudomonas , biochemistry , bacteria , gene , antibiotics , biology , fatty acid synthesis , acyl carrier protein , microbiology and biotechnology , stereochemistry , chemistry , genetics
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.