Chemistry:Reutericyclin

From HandWiki

Reutericyclin is a tetramic acid antibiotic produced by the bacterium Limosilactobacillus reuteri (formerly 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]

Biosynthesis

Reutericyclin is synthesized by some strains of L. reuteri by a 9-gene cluster, containing a polyketide synthase (PKSs) and a non-ribosomal peptide synthetase (NRPS). [3]

References

  1. 1.0 1.1 1.2 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. 2.0 2.1 2.2 "Biochemical Features of Beneficial Microbes: Foundations for Therapeutic Microbiology". Microbiology Spectrum 5 (5): 3–47. 2017. doi:10.1128/microbiolspec.BAD-0012-2016. ISBN 9781555819699. PMID 28984235. 
  3. Lin, XB; Lohans, CT; Duar, R; Zheng, J; Vederas, JC; Walter, J; Gänzle, M (March 2015). "Genetic determinants of reutericyclin biosynthesis in Lactobacillus reuteri.". Applied and Environmental Microbiology 81 (6): 2032–41. doi:10.1128/AEM.03691-14. PMID 25576609. Bibcode2015ApEnM..81.2032L.