Synthesis and characteristics of chitin and chitosan with the (2-hydroxy-3-trimethylammonium)propyl functionality, and evaluation of their antioxidant activity in vitro

Abstract

Quaternary amino groups were introduced into chitin and chitosan to obtain O-(2-hydroxy-3-trimethylammonium)propyl chitin (OHT-chitin) and N-(2-hydroxy-3-trimethylammonium)propyl chitosan (NHT-chitosan). They were characterized by FTIR spectra, and GPC. The molecular weight Mw of OHT-chitin and NHT-chitosan were 8986 and 9723 with polydispersity of 1.01 and 1.02, respectively. Their antioxidant activities in vitro were further studied. It was found that β-carotene-linoleic acid values of OHT-chitin and NHT-chitosan at 0.8mg/mL were up to 91% and 96%, while that of chitosan was 40%. Based on photobleaching of α,α-diphenyl-β-picrylhydrazyl (DPPH) at 326nm, the DPPH inhibitory activity of OHT-chitin and NHT-chitosan was 30.9% and 31.9% at 5mg/mL, whereas chitosan only gave 4.8%. It was also exhibited that OHT-chitin and NHT-chitosan had better antioxidant activity than chitosan according to the reducing power as well as H2O2 scavenging activity.