Tuning the antimicrobial activity of low molecular weight hydrogels using dopamine autoxidation

Chem Commun (Camb). 2020 Jul 21;56(58):8135-8138. doi: 10.1039/d0cc02569k.

Abstract

We present a method to trigger the formation of dipeptide-based hydrogels by the simple addition of dopamine. Dopamine undergoes oxidation in air, reducing the pH to induce gelation. The production of polydopamine and release of reactive oxygen species such as hydrogen peroxide confers antimicrobial activity. Gel stiffness can be controlled by modulating the initial starting pH of the gelator solution. We can use this method to tune the antimicrobial activity of the gels, with gels that are less stiff demonstrating increased bactericidal efficacy against Gram-positive bacteria.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Dopamine / chemistry*
  • Dopamine / pharmacology*
  • Hydrogels / chemical synthesis
  • Hydrogels / chemistry
  • Hydrogels / pharmacology*
  • Hydrogen-Ion Concentration
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Molecular Weight
  • Oxidation-Reduction
  • Staphylococcus aureus / drug effects*
  • Staphylococcus epidermidis / drug effects*

Substances

  • Anti-Bacterial Agents
  • Hydrogels
  • Dopamine