Photopolymerizable thiol-acrylate maleiated hyaluronic acid/thiol-terminated poly(ethylene glycol) hydrogels as potential in-situ formable scaffolds

Int J Biol Macromol. 2018 Nov:119:270-277. doi: 10.1016/j.ijbiomac.2018.07.153. Epub 2018 Jul 25.

Abstract

Despite their potential in various biomedical applications, photocrosslinkable hyaluronate hydrogels have often been limited by weak formation and unsatisfied mechanical strength which can be attributed to insufficient substitution of photoactive groups on the hyaluronate backbone and the oxygen inhibition effect. In this study, a new approach for the production of hyaluronic acid (MHA) with high acrylate group substitution (i.e. 2.27) is developed. It is based on the reaction of sodium hyaluronate and maleic anhydride in dimethyl sulfoxide, which has never been reported previously. Furthermore, the thiol-acrylate photopolymerization approach is employed to prepare maleiated hyaluronic acid/thiol-terminated poly(ethylene glycol) (MHA/TPEG) hydrogels which can overcome the oxygen inhibition effect. And the hydrogels possess porous structures, high swelling ratio, and tunable degradation rate. Specifically, the hydrogels could gel quickly within 15 s and demonstrate improved stiff (G' = 4100 Pa). The in vitro cytotoxic evaluation demonstrates that the hydrogels are cytocompatible to L929 cells. As a result, the in-situ formable hydrogel scaffolds exhibit great potential for medical applications.

Keywords: Hyaluronic acid; Hydrogel; In-situ formation; Photopolymerization; Thiol-acrylate.

MeSH terms

  • Acrylates / chemistry*
  • Biocompatible Materials / chemistry
  • Hyaluronic Acid / chemistry*
  • Hydrogels / chemistry
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Polyethylene Glycols / chemistry*
  • Solubility
  • Spectroscopy, Fourier Transform Infrared
  • Sulfhydryl Compounds / chemistry*
  • X-Ray Diffraction

Substances

  • Acrylates
  • Biocompatible Materials
  • Hydrogels
  • Sulfhydryl Compounds
  • Polyethylene Glycols
  • Hyaluronic Acid