title: Preparation, characterization, and biochemical activities of N-(2-Carboxyethyl)chitosan from squid pens.
abstract: Chitosan was prepared by alkaline N-deacetylation of β-chitin from squid pens, and N-carboxyethylated derivatives (N-CECS) with different degrees of substitution (DS) were synthesized. The carboxyethylation of the polysaccharide was identified by Fourier transform infrared, (1)H and (13)C nuclear magnetic resonance (NMR), and X-ray diffraction analyses. The DS of the derivatives was calculated by (1)H NMR and elemental analysis. All three N-CECS samples showed good water solubility at pH > 6.5. The antioxidant properties and bile acid binding capacity of the derivatives were studied in vitro. The highest bile acid binding capacity of all N-CECS reached 36.9 mg/g, which was 2.6-fold higher than that of chitosan. N-CECS showed a stronger scavenging effect on 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) radical ability, and EC50 values were below 2 mg/mL. The scavenging ability of N-CECS against superoxide radicals correlated well with the DS and concentration of N-CECS. These results indicated that N-carboxyethylation is a possible approach to prepare chitosan derivatives with desirable in vitro biochemical properties.
authors: Key Laboratory of Agricultural Products Chemical and Biological Processing Technology of Zhejiang Province, School of Biological and Chemical Engineering, Zhejiang University of Science and Technology , Hangzhou, Zhejiang 310023, People's Republic of China.
authors: Jun
authors: J
authors: Huang
authors: Haihua
authors: H
authors: Xie
authors: Sheng
authors: S
authors: Hu
authors: Tian
authors: T
authors: Xie
authors: Jinyan
authors: J
authors: Gong
authors: Chengjun
authors: C
authors: Jiang
authors: Qing
authors: Q
authors: Ge
authors: Yuanfeng
authors: Y
authors: Wu
authors: Shiwang
authors: S
authors: Liu
authors: Yanli
authors: Y
authors: Cui
authors: Jianwei
authors: J
authors: Mao
authors: Lehe
authors: L
authors: Mei
mesh_terms: D000818:Animals; D000975:Antioxidants / Q000737:chemistry; D048271:Chitosan / Q000031:analogs & derivatives* / Q000737:chemistry; D049832:Decapodiformes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D012758:Shellfish / Q000032:analysis; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000975:Antioxidants; C495631:N-(2-carboxyethyl)chitosan; D048271:Chitosan
keywords: N-(2-carboxyethyl)chitosan; antioxidant; bile acid capacity; characterization; chitosan; β-chitin