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低聚壳聚糖与葡萄糖的美拉德反应及其衍生物活性研究
孙 涛1, 刘华巍1, 陈春红1, 谢 晶1, 张 硕1
上海海洋大学 食品学院
摘要:
研究低聚壳聚糖与葡萄糖的美拉德反应, 考察了三种体系(低聚壳聚糖的氨基与葡萄糖的羰基的物质量比分别为1 : 1、1 : 3 和3 : 1)反应过程中pH、吸光度峰值以及荧光值峰值的变化, 醇沉法提取低聚壳聚糖美拉德反应衍生物CG1:1、CG1:3 和CG3:1。对三种衍生物进行红外表征和分子质量测定,并研究其抗氧化效果(对超氧阴离子O-2 , 羟基自由基·OH, DPPH 的清除能力, 还原能力), 结果显示:三种低聚壳聚糖衍生物对O-2 、·OH、DPPH 的清除能力及还原能力都明显优于低聚壳聚糖, 且CG1:1最佳, 其次是CG1:3, 最差的是CG3:1。同时, 研究了低聚壳聚糖及其三种衍生物对大肠杆菌和金黄色葡萄球菌的抑菌效果, 结果显示: 低聚壳聚糖及其三种衍生物随着浓度增加, 对两种菌的抑菌效果增强, 且三种衍生物的抑菌效果优于低聚壳聚糖本身。同时, 三种衍生物对金黄色葡萄球菌的抑制作用强于对大肠杆菌的抑制作用。提示: 低聚壳聚糖与葡萄糖的美拉德反应产物有强的抗氧化性和抑菌性,且其抗氧化性和抑菌性的强弱与反应物的氨基与羰基比例有关。
关键词:  低聚壳聚糖  美拉德反应  抗氧化性  抑菌性
DOI:
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基金项目:“十二五”国家支撑计划项目(2012BAD38B09); 上海市教委重点学科建设项目(J50704)
The Maillard reaction of chitosan oligosaccharide with glucose and the bioactivity of the chitosan oligosaccharide derivatives
Abstract:
Three kinds of chitosan oligosaccharide (COS) derivatives were prepared through Maillard reaction by heating chitosan oligosaccharide and glucose with different proportions (the ratio of –NH2 and –C=O was 1 : 1, 1 : 3 and 3 : 1, respectively). The pH, UV absorbance and fluorescence peak values were determined during the reaction. The chitosan oligosaccharide derivatives were characterized by FTIR and their molecular weight was determined by GPC. Their antioxidant activity was investigated by employing various established in vitro systems, such as superoxide/hydroxyl/1, 1-diphenyl-2-picrylhydrazyl (DPPH) radicals scavenging assays and reducing capability examination. In addition, the antibacterial activity of COS and its derivatives on Escherichia coli and Staphylococcus aureus was determined. The results showed three kinds of chitosan oligosaccharide derivatives had stronger antioxidant activity compared to chitosan oligosaccharide. The antioxidant activity was found to be in the order of CG1 : 1>CG1 : 3>CG3 : 1>COS. COS and its derivatives exhibited higher antibacterial activity on S. aureus than that on E. coli, and the antibacterial activity increased with the increase of concentration. The antibacterial activity of the derivatives was better than that of COS, and the antibacterial activity of CG 1 : 1 (the ratio of amino and carbonyl was 1 : 1) was the best. The result showed that the antioxidant and antibacterial activities of COS derivatives were stronger than those of COS, and the results may be related to the ratio of –NH2 in COS and –C=O in glucose.
Key words:  chitosan oligosaccharide  Maillard reaction  antioxidant activity  antibacterial activity
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