Effect of guanidinylation on the properties of poly(2-aminoethylmethacrylate)-based antibacterial materials

Macromol Biosci. 2013 Feb;13(2):242-55. doi: 10.1002/mabi.201200217. Epub 2012 Dec 17.

Abstract

The effect of converting ammonium into guanidine moieties, compared to other factors such as molecular weight or hydrophobicity, on the antibacterial activity is investigated for homo- and copolymers of 2-aminoethylmethacrylate in solution or coatings. Polymers are obtained by free radical polymerization, polymer-analogous guanidinylation is conducted with cyanamide; non-leaching immobilization is achieved by LBL assembly of homopolymers or crosslinking of functional sidegroups in copolymers. Antibacterial activity to Escherichia coli or Bacillus subtilis is determined by different standard methods. Guanidinylation improves antibacterial activity and speed as well as cytotoxicity of hydrophilic homo- and copolymers in solution or coatings.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Bacillus subtilis / drug effects
  • Escherichia coli / drug effects
  • Guanidine / chemistry*
  • Hydrophobic and Hydrophilic Interactions
  • Methacrylates / chemistry
  • Microbial Sensitivity Tests
  • Molecular Weight
  • Polymerization
  • Polymethacrylic Acids / chemistry*
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Methacrylates
  • Polymethacrylic Acids
  • 2-aminoethylmethacrylate
  • Guanidine