Reutericyclin

From Wikipedia, the free encyclopedia
Reutericyclin
Names
IUPAC name
(2R)-4-Acetyl-1-[(E)-dec-2-enoyl]-3-hydroxy-2-(2-methylpropyl)-2H-pyrrol-5-one
Identifiers
3D model (JSmol)
  • C(/C=C/CCCCCCC)(=O)N1[C@H](CC(C)C)C(=O)C(C(C)=O)=C1O
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Reutericyclin is a bacteriocin produced by the bacterium Lactobacillus reuteri that has potential use as a food preservative.[1] Reutericyclin is a hydrophobic, negatively charged molecule with the molecular formula C20H31NO4.[1][2] Reutericyclin disrupts the cell membrane of sensitive bacteria by acting as a proton ionophore.[2] Reutericyclin has a broad spectrum of activity against Gram-positive bacteria, but has no effect on Gram-negative bacteria because the lipopolysaccharide (LPS) in the outer membrane of Gram-negative bacteria prevents access by hydrophobic compounds.[1][2]

References[edit]

  1. ^ a b c Gänzle MG (2004). "Reutericyclin: biological activity, mode of action, and potential applications". Applied Microbiology and Biotechnology. 64 (3): 326–332. doi:10.1007/s00253-003-1536-8. PMID 14735324.
  2. ^ a b c Engevik MA, Versalovic J (2017). "Biochemical Features of Beneficial Microbes: Foundations for Therapeutic Microbiology". Microbiology Spectrum. 5 (5): 3–47. doi:10.1128/microbiolspec.BAD-0012-2016. ISBN 9781555819699. PMC 5873327. PMID 28984235.