Synthesis and cellular affinity of a water-soluble sulfated diselenide compound as a H2O2-responsive ionic cross-linker

Abstract

Because various stimuli can affect living organisms, substances that response to stimuli, such as H2O2, have been studied for biomaterials. To synthesize a biocompatible H2O2-responsive ionic cross-linker, we synthesized a water-soluble H2O2-responsive diselenide compounds containing both sulfate end groups (diSe-SO4). The synthesis of diSe-SO4 was evaluated by H-1 NMR and FT-IR. H2O2 responsiveness was evaluated by UV-vis spectra, FT-IR, and XPS. The optical density at 303 nm due to diselenide in diSe-SO4 was decreased in the H2O2 concentration increased. FT-IR and XPS results showed new peaks at 880 cm and 3500 cm(-1), and at 63.0 eV, respectively, due to oxidized Se, which indicated the cleavage of the diselenide bond in diSe-SO4 as the H2O2 concentration increased. The ionic binding efficiency of diSe-SO4 to cationic materials was confirmed by measuring the zeta-potential difference (from -15.6 mV to 10.3 mV) before and after mixing with chitosan. MRC-5 cell viability and apoptosis in the presence of diSe-SO4 was evaluated using a CCK-8 assay and FACS, respectively. A high cell viability exceeding 95% was observed at 500 mu M diSe-SO4 over 48 h of culture. In conclusion, the synthesized water-soluble diSe-SO4 provides a H2O2-responsive ionic cross-linking material with a high cell affinity.