A Chain-Elongated Oligophenylenevinylene Electrolyte Increases Microbial Membrane Stability

Adv Mater. 2019 May;31(18):e1808021. doi: 10.1002/adma.201808021. Epub 2019 Mar 25.

Abstract

A novel conjugated oligoelectrolyte (COE) material, named S6, is designed to have a lipid-bilayer stabilizing topology afforded by an extended oligophenylenevinylene backbone. S6 intercalates biological membranes acting as a hydrophobic support for glycerophospholipid acyl chains. Indeed, Escherichia coli treated with S6 exhibits a twofold improvement in butanol tolerance, a relevant feature to achieve within the general context of modifying microorganisms used in biofuel production. Filamentous growth, a morphological stress response to butanol toxicity in E. coli, is observed in untreated cells after incubation with 0.9% butanol (v/v), but is mitigated by S6 treatment. Real-time fluorescence imaging using giant unilamellar vesicles reveals the extent to which S6 counters membrane instability. Moreover, S6 also reduces butanol-induced lipopolysaccharide release from the outer membrane to further maintain cell integrity. These findings highlight a deliberate effort in the molecular design of a chain-elongated COE to stabilize microbial membranes against environmental challenges.

Keywords: biofuels; butanol tolerance; conjugated oligoelectrolytes; membrane integrity; membrane stability.

MeSH terms

  • Butanols / toxicity
  • Cell Wall / drug effects*
  • Cell Wall / metabolism
  • Electrolytes / chemistry
  • Electrolytes / pharmacology*
  • Escherichia coli / drug effects
  • Escherichia coli / metabolism
  • Lipopolysaccharides / chemistry
  • Microbial Sensitivity Tests
  • Microscopy, Confocal
  • Vinyl Compounds / chemistry*

Substances

  • Butanols
  • Electrolytes
  • Lipopolysaccharides
  • Vinyl Compounds