Azobenzene Based Photo-Responsive Hydrogel: Synthesis, Self-Assembly, and Antimicrobial Activity

A new azobenzene-based symmetric amphiphile was synthesized and characterized using ¹H NMR spectroscopy. Its self-assembly behavior as well as photo-responsive behavior in its solution and gel states were investigated. Such a compound can self-assemble into fiber mesophases in water solvent. After irradiation of the gels with UV light, the <i>trans</i> isomer of the compound rapidly photoisomerized to the <i>cis</i> isomer, which resulted in a rapid destruction of the gel. High temperature also caused a rapid drop in viscosity. To verify the antimicrobial activity of the hydrogel, live and death assays of human fibroblasts L929 properties were used for in vitro cell viability studies. The compound was converted to the terminal tertiary amine in a quaternary ammonium salt molecule by using hydrochloric acid. This azobenzene quaternary ammonium salt has a relatively better antimicrobial effect biocidal activity that was demonstrated when challenged against Escherichia coli on in vitro conditions.