Biosynthesis of Pseudomonas-Derived Butenolides.
(2019) Biosynthesis of Pseudomonas-Derived Butenolides. Angew Chem Int Ed Engl 59(14), 5607-5610. PubMed
ILRS Authors
Martin Klapper Shuaibing Zhang
Projects
The roles of secondary metabolites in Dictyostelium discoideum – bacteria interactions
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Ecological Role of Natural Products in Microbial Predator-Prey Interactions
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Abstract
Butenolides are well-known signaling molecules in Gram-positive bacteria. Here, we describe a novel class of butenolides isolated from a Gram-negative Pseudomonas strain, the styrolides. Structure elucidation was aided by the total synthesis of styrolide A. Transposon mutagenesis enabled us to identify the styrolide biosynthetic gene cluster, and by using a homology search, we discovered the related and previously unknown acaterin biosynthetic gene cluster in another Pseudomonas species. Mutagenesis, heterologous expression, and identification of key shunt and intermediate products were crucial to propose a biosynthetic pathway for both Pseudomonas-derived butenolides. Comparative transcriptomics suggests a link between styrolide formation and the regulatory networks of the bacterium.
Identifier
doi: 10.1002/anie.201914154 PMID: 31880848