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Functionalization of carboxymethyl chitosan with chlorogenic acid: preparation, characterization, and antioxidant capacity

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Abstract

Carboxymethyl chitosan (CMCS) is a water soluble derivate of chitosan, the unique natural cationic polysaccharide with versatile functions. However, the weak chain-breaking antioxidant capacity is still a shortage of CMCS in practical applications. To enhance the antioxidant capacity, CMCS was functionalized with chlorogenic acid (CA), a natural antioxidant compound, by a free radical grafting method in this study. The successful formation of CA-grafted CMCS (CA-CMCS) was confirmed by UV–Vis, FTIR, and 1H NMR analyses, and CA-CMCS had a grafting ratio of 58.6 ± 1.5 mg CAE/g and a water-solubility of 21.0 ± 1.1 mg/mL. Due to CA presence, CA-CMCS showed different physicochemical and biological properties compared with CMCS. The crystallinity and thermal stability of CA-CMCS were lower than those of CMCS. More importantly, the DPPH and ABTS radical scavenging activities of CA-CMCS reached 92.4% and 99.4%, respectively, being much higher than those of CMCS. Also, better hydroxyl and superoxide radical scavenging activities as well as reducing power were obtained for CA-CMCS relative to CMCS. In addition, CA-CMCS revealed good stability, with its higher percentage in phenolic content and DPPH radical scavenging activity compared to CA. Our results suggest that CA-CMCS could be a promising antioxidant used in the fields of food and health care.

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Acknowledgements

This work was supported by the Natural Science Foundation of Hebei Province (No. B2016202111).

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Authors and Affiliations

  1. School of Chemical Engineering and Technology, Hebei University of Technology, Tianjin, 300130, China

    Chaohong Zhang, Xueqing Yu, Yujia Diao & Yingjun Jing

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  1. Chaohong Zhang
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  2. Xueqing Yu
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  3. Yujia Diao
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  4. Yingjun Jing
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Correspondence to Xueqing Yu or Yingjun Jing.

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Zhang, C., Yu, X., Diao, Y. et al. Functionalization of carboxymethyl chitosan with chlorogenic acid: preparation, characterization, and antioxidant capacity. Iran Polym J 30, 81–91 (2021). https://doi.org/10.1007/s13726-020-00875-9

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  • DOI: https://doi.org/10.1007/s13726-020-00875-9

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