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A stereospecific pathway diverts β-oxidation intermediates to the biosynthesis of rhamnolipid biosurfactants.

Abstract : Rhamnolipids are multipurpose surface-active molecules produced by the bacterium Pseudomonas aeruginosa from L-rhamnose and R-3-hydroxyalkanoate (C₁₀±₂) precursors. R-3-hydroxyalkanoate precursor is believed to be synthesized de novo. We demonstrate, however, that β-oxidation is the predominant source of this precursor. Inhibition of β-oxidation sharply decreases rhamnolipids production, even when using a nonfatty acid carbon source (glycerol). Isotope tracing shows that β-oxidation intermediates are direct precursors of rhamnolipids. A mutant-based survey revealed an operon coding for enoyl-CoA hydratases/isomerases (ECH/I), named RhlYZ, implicated in rhamnolipids production via an axial role in 3-hydroxyalkanoate synthesis. In vitro, RhlZ is an R-ECH/I transforming 2-decenoyl-CoA, a β-oxidation intermediate, into R-3-hydroxydecanoyl-CoA, the potential rhamnolipids precursor. Interestingly, polyhydroxyalkanoates share with rhamnolipids the RhlYZ-generated R-3-hydroxyalkanoates pool, as demonstrated by the decrease of polyhydroxyalkanoates upon mutation of rhlYZ and the increase of rhamnolipids in a polyhydroxyalkanoates-defective mutant.
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https://hal-riip.archives-ouvertes.fr/pasteur-01134348
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Submitted on : Monday, March 23, 2015 - 2:28:03 PM
Last modification on : Monday, October 8, 2018 - 5:44:05 PM

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Ahmad Mohammad Abdel-Mawgoud, François Lépine, Eric Déziel. A stereospecific pathway diverts β-oxidation intermediates to the biosynthesis of rhamnolipid biosurfactants.. Chemistry and Biology, Elsevier, 2014, 21 (1), pp.156-64. ⟨10.1016/j.chembiol.2013.11.010⟩. ⟨pasteur-01134348⟩

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