The thiolated chitosan: Synthesis, gelling and antibacterial capability

Int J Biol Macromol. 2019 Oct 15:139:521-530. doi: 10.1016/j.ijbiomac.2019.08.001. Epub 2019 Aug 1.

Abstract

Chitosan-1-(mercaptomethyl)-cyclopropane acetic acid (CS-MCA) copolymer was synthesized by amino linkage. The obtained copolymer was characterized by FTIR, 1H NMR, XRD, TGA and SEM. Porous and reticulate morphologies were found on the CS-MCA surface. The effects of pH on the rheological properties of CS-MCA were investigated. On the one hand, the apparent viscosity of CS-MCA indicated a shear-thinning behavior. The graft of MCA enhanced the moduli and the maximum elastic properties were observed at pH = 7.00. The addition of dithiothreitol reduced the viscosity and modulus of CS-MCA hydrogel, and the gelation time, temperature and frequency were obtained in dynamic oscillatory tests. The antibacterial effect of CS-MCA against E. coli was investigated for the inhibition zone and bacterial growth curve. These results showed that CS-MCA had better antibacterial ability than chitosan without modification. Therefore, the rheological behavior and functional activities can be applied for the hydrocolloid gels in food and pharmaceutical applications.

Keywords: Chitosan; Rheological properties; Thiolated modification.

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Chitosan / chemical synthesis
  • Chitosan / chemistry*
  • Hydrogen-Ion Concentration
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Rheology
  • Spectroscopy, Fourier Transform Infrared
  • Sulfhydryl Compounds / chemistry*
  • Temperature
  • Thermogravimetry

Substances

  • Anti-Bacterial Agents
  • Sulfhydryl Compounds
  • Chitosan