Structure-activity relationships of an antimicrobial peptide plantaricin s from two-peptide class IIb bacteriocins

J Med Chem. 2011 Apr 14;54(7):2399-408. doi: 10.1021/jm101540e. Epub 2011 Mar 9.

Abstract

Class IIb bacteriocins are ribosomally synthesized antimicrobial peptides comprising two different peptides synergistically acting in equal amounts for optimal potency. In this study, we demonstrate for the first time potent (nanomolar) antimicrobial activity of a representative class IIb bacteriocin, plantaricin S (Pls), against four pathogenic gram-positive bacteria, including Listeria monocytogenes. The structure-activity relationships for Pls were studied using activity assays, circular dichroism (CD), and molecular dynamics (MD) simulations. The two Pls peptides and five Pls derived fragments were synthesized. The CD spectra of the Pls and selected fragments revealed helical conformations in aqueous 2,2,2-trifluoroethanol. The MD simulations showed that when the two Pls peptides are in antiparallel orientation, the helical regions interact and align, mediated by strong attraction between conserved GxxxG/AxxxA motifs. The results strongly correlate with the antimicrobial activity suggesting that helix-helix alignment of the two Pls peptides and interaction between the conserved motifs are crucial for interaction with the target cell membrane.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Motifs
  • Amino Acid Sequence
  • Antimicrobial Cationic Peptides / chemistry*
  • Antimicrobial Cationic Peptides / metabolism
  • Antimicrobial Cationic Peptides / pharmacology*
  • Bacteria / drug effects
  • Bacteriocins / chemistry*
  • Bacteriocins / metabolism
  • Bacteriocins / pharmacology*
  • Lipid Bilayers / metabolism
  • Molecular Dynamics Simulation
  • Molecular Sequence Data
  • Peptide Fragments / chemistry
  • Peptide Fragments / metabolism
  • Peptide Fragments / pharmacology
  • Protein Structure, Tertiary
  • Sequence Homology, Amino Acid
  • Species Specificity
  • Structure-Activity Relationship

Substances

  • Antimicrobial Cationic Peptides
  • Bacteriocins
  • Lipid Bilayers
  • Peptide Fragments