A stereospecific pathway diverts β-oxidation intermediates to the biosynthesis of rhamnolipid biosurfactants. - Archive ouverte HAL Access content directly
Journal Articles Chemistry and Biology Year : 2014

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

(1) , (1) , (1)
1

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.

Dates and versions

pasteur-01134348 , version 1 (23-03-2015)

Identifiers

Cite

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

Collections

RIIP INRS-IAF
51 View
64 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More