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Antimicrobial potency and selectivity of simplified symmetric-end peptides

Biomaterials. 2014 Sep;35(27):8028-39. doi: 10.1016/j.biomaterials.2014.06.005. Epub 2014 Jun 19.

Abstract

Because antimicrobial peptides (AMPs) are potentially useful for the treatment of multidrug-resistant infections, more attention is being paid to the structural modification and structure-function relationship of both naturally occurring and synthetic AMPs. Previous studies indicated that Protegrin-1 (PG-1), isolated from porcine leukocytes, exhibited considerable antimicrobial activity and cytotoxicity. The β-turn of PG-1 floated on the surface of bacterial membrane, while its β-strand inserted into the bacterial membrane and formed pores that were dedicated to producing cytotoxicity. For reducing cytotoxicity and improving cells selectivity, we designed a series of simplified symmetric-end peptides by combining the β-turn of PG-1 with simple amino acid repeat sequences. The sequence of designed symmetric-end peptides is (XR)nH(RX)n, (n = 1,2; X represents I, F, W and P; H represents CRRRFC). The symmetric-end peptides displayed antimicrobial activity against both gram-positive and gram-negative bacteria. In particular, (XR)2H(RX)2 (X here is I, F and W) showed greater antimicrobial potency than PG-1. Hemolysis activity and cytotoxicity, detected by using human red blood cells (RBCs) and human embryonic lung fibroblasts MRC-5 cells, were observably lower than the native peptide PG-1. (IR)2H(RI)2 (IR2), folded into β-sheet structures, displayed the highest therapeutic index, suggesting its great cell selectivity. The fluorescence spectroscopy, flow cytometry, and electron microscopy observation indicated that IR2 exhibited great membrane penetration potential by inducing membrane blebbing, disruption and lysis. Collectively, generating symmetric-end β-sheet peptides is a promising strategy for designing effective AMPs with great antimicrobial activities and cell selectivity.

Keywords: Bactericidal mechanism; Cell selectivity; Hemolysis; Membrane; Symmetric-end peptides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology*
  • Cell Death / drug effects
  • Cell Line
  • Cell Membrane Permeability / drug effects
  • Circular Dichroism
  • Erythrocytes / drug effects
  • Escherichia coli / drug effects
  • Escherichia coli / ultrastructure
  • Flow Cytometry
  • Hemolysis / drug effects
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Membrane Potentials / drug effects
  • Microbial Sensitivity Tests
  • Microbial Viability / drug effects
  • Models, Molecular
  • Molecular Sequence Data
  • Molecular Weight
  • Peptides / chemistry
  • Peptides / pharmacology*
  • Protein Structure, Secondary
  • Salts / pharmacology
  • Staphylococcus aureus / drug effects
  • Staphylococcus aureus / ultrastructure

Substances

  • Anti-Infective Agents
  • Peptides
  • Salts