Biomimetic hydrogel by enzymatic crosslinking of pullulan grafted with ferulic acid

Carbohydr Polym. 2020 Dec 15:250:116967. doi: 10.1016/j.carbpol.2020.116967. Epub 2020 Aug 22.

Abstract

A novel eco-friendly two-step synthesis process of neutral pullulan (PUL)-ferulic acid (FA) conjugates was reported in this work. Ferulic acid was first transformed to activated ferulate-imidazolide using N,N'-carbonyldiimidazole (CDI), a green activated reagent. Issued product was then reacted with pullulan. PUL-FA derivatives were characterized by FTIR and 1H NMR leading to substitution degrees (DS) between 0.02 and 0.1 (mol FA per mol PUL repeat unit). The study in dilute regime indicated an associative behavior with the presence of aggregate structures in solution due to the hydrophobic interactions between the grafted FA onto polysaccharide backbones. Laccase from Trametes versicolor was then used to crosslink polysaccharide chains to obtain biomimetic PUL-FA hydrogels. Gelling's kinetics were analyzed with rheology in dynamic mode showing the impact of laccase amount, DS and concentration. Mechanical and swelling properties appear related only to DS and concentration of PUL-FA products.

Keywords: Antioxidant property; Enzyme; Hydrogels; Polysaccharide.

MeSH terms

  • Antioxidants / metabolism*
  • Biomimetics
  • Coumaric Acids / chemistry*
  • Cross-Linking Reagents / chemistry*
  • Glucans / chemistry*
  • Hydrogels / chemistry*
  • Hydrophobic and Hydrophilic Interactions
  • Laccase / metabolism*
  • Polyporaceae / enzymology*
  • Rheology

Substances

  • Antioxidants
  • Coumaric Acids
  • Cross-Linking Reagents
  • Glucans
  • Hydrogels
  • pullulan
  • ferulic acid
  • Laccase

Supplementary concepts

  • Trametes versicolor