Send to

Choose Destination
J Agric Food Chem. 2015 Mar 11;63(9):2464-71. doi: 10.1021/jf505581n. Epub 2015 Feb 25.

Preparation, characterization, and biochemical activities of N-(2-Carboxyethyl)chitosan from squid pens.

Author information

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.


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.


N-(2-carboxyethyl)chitosan; antioxidant; bile acid capacity; characterization; chitosan; β-chitin

[Indexed for MEDLINE]

Supplemental Content

Full text links

Icon for American Chemical Society
Loading ...
Support Center