Abstract

Chitosan-sugar derivatives demonstrate some useful biology activities (for example anti-oxidant and anti-microbial activities). In this study, water-soluble chitosan–glucose derivatives (WSCGDs) were produced from a water-soluble chitosan hydrochloride (WSC) with 12.5 kDa of molecular weight and 24.05% of degree of acetylation (DA) via Maillard reaction with the heating temperatures of 100 °C and 121 °C. The Maillard reaction between WSC and glucose was investigated by measuring the absorbances at 420 nm and 294 nm, indicating that the reaction took place more effectively at 121 °C. All WSCGDs exhibited higher anti-oxidant activity than WSC, in which WSCGDs obtained at the treatment 121 °C for 2 h, 3 h, and 4 h expressed the highest ability (IC50 range from 1.90–1.05 mg/mL). Increased anti-α-amylase and anti-α-glucosidase activities were also observed in WSCGDs from the treatment at 121 °C. In detail, the highest IC50 values of anti-α-amylase activity were 18.02 mg/mL (121 °C, 3 h) and 18.37 mg/mL (121 °C, 4 h), whereas the highest IC50 values of anti-α-glucosidase activity were in range of 7.09–5.72 mg/mL (121 °C, for 1–4 h). According to the results, WSCGD obtained from 121 °C for 3 h was selected for further characterizing by high performance liquid chromatography size exclusion chromatography (HPLC SEC), colloid titration, FTIR, as well as 1H-NMR, indicating that the derivative of WSC and glucose was successfully synthesized with a molecular weight of 15.1 kDa and degree of substitution (DS) of 34.62 ± 2.78%. By expressing the excellent anti-oxidant and anti-diabetes activities, WSCGDs may have potential use in health food or medicine applications.

Highlights

  • Chitosan is a straight-chain polymer produced from the deacetylation process of chitin—the essential component of fungal cell wall, arthropod exoskeleton, and squid pen [1,2,3]

  • The Maillard reaction of chitosan and glucose was reported in other studies [15,16,17,18,19]

  • Absorbance at 420 nm of water-soluble chitosan–glucose derivatives (WSCGDs) resulted in a similar pattern

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Summary

Introduction

Chitosan is a straight-chain polymer produced from the deacetylation process of chitin—the essential component of fungal cell wall, arthropod exoskeleton, and squid pen [1,2,3]. Polymers 2019, 11, 1714 applications in different fields, such as in biotechnology, environment, nutraceutical food, agriculture, or medicine [2,3,4,5,6,7,8,9,10]. WSC can be obtained from chitosan in different ways, including shortening chitosan chains, increasing the degree of deacetylation or introducing hydrophilic groups into chitosan molecules So far, WSC demonstrates numerous activities, such as anti-cancer, anti-oxidant, or anti-microbial [11,12,13,14].

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