The Burkholderia cenocepacia BDSF quorum sensing fatty acid is synthesized by a bifunctional crotonase homologue having both dehydratase and thioesterase activities
Open Access
- 5 January 2012
- journal article
- Published by Wiley in Molecular Microbiology
- Vol. 83 (4), 840-855
- https://doi.org/10.1111/j.1365-2958.2012.07968.x
Abstract
Signal molecules of the diffusible signal factor (DSF) family have been shown recently to be involved in regulation of pathogenesis and biofilm formation in diverse Gram-negative bacteria. DSF signals are reported to be active not only on their cognate bacteria, but also on unrelated bacteria and the pathogenic yeast, Candida albicans. DSFs are monounsaturated fatty acids of medium chain length containing an unusual cis-2 double bond. Although genetic analyses had identified genes involved in DSF synthesis, the pathway of DSF synthesis was unknown. The DSF of the important human pathogen Burkholderia cenocepacia (called BDSF) is cis-2-dodecenoic acid. We report that BDSF is synthesized from a fatty acid synthetic intermediate, the acyl carrier protein (ACP) thioester of 3-hydroxydodecanoic acid. This intermediate is intercepted by protein Bcam0581 and converted to cis-2-dodecenoyl-ACP. Bcam0581 is annotated as a homologue of crotonase, the first enzyme of the fatty acid degradation pathway. We demonstrated Bcam0581to be a bifunctional protein that not only catalysed dehydration of 3-hydroxydodecanoyl-ACP to cis-2-dodecenoyl-ACP, but also cleaved the thioester bond to give the free acid. Both activities required the same set of active-site residues. Although dehydratase and thioesterase activities are known activities of the crotonase superfamily, Bcam0581 is the first protein shown to have both activities.Keywords
This publication has 51 references indexed in Scilit:
- Blocking of Candida albicans biofilm formation by cis-2-dodecenoic acid and trans-2-dodecenoic acidJournal of Medical Microbiology, 2011
- Structural Basis of Acyl-homoserine Lactone-Dependent SignalingChemical Reviews, 2010
- Overlapping Repressor Binding Sites Result in Additive Regulation ofEscherichia coliFadH by FadR and ArcAJournal of Bacteriology, 2010
- Structural and Functional Characterization of Diffusible Signal Factor Family Quorum-Sensing Signals Produced by Members of the Burkholderia cepacia ComplexApplied and Environmental Microbiology, 2010
- Triclosan Resistance of Pseudomonas aeruginosa PAO1 Is Due to FabV, a Triclosan-Resistant Enoyl-Acyl Carrier Protein ReductaseAntimicrobial Agents and Chemotherapy, 2010
- Bacterial Quorum-Sensing Network ArchitecturesAnnual Review of Genetics, 2009
- Escherichia coli Unsaturated Fatty Acid SynthesisPublished by Elsevier BV ,2009
- A Fatty Acid Messenger Is Responsible for Inducing Dispersion in Microbial BiofilmsJournal of Bacteriology, 2009
- A novel DSF-like signal from Burkholderia cenocepacia interferes with Candida albicans morphological transitionThe ISME Journal, 2007
- Lipid A Modification Systems in Gram-Negative BacteriaAnnual Review of Biochemistry, 2007