Laccase-mediated functionalization of chitosan by caffeic and gallic acids for modulating antioxidant and antimicrobial properties
Laccase-mediated functionalization of chitosan by caffeic and gallic acids for modulating antioxidant and antimicrobial properties
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DOI：
10.1016/j.carbpol.2011.11.006
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发表时间：
2012-03-01
影响因子：
11.2
通讯作者：
Kokol, Vanja
中科院分区：
文献类型：
--
作者：
Bozic, Mojca;Gorgieva, Selestina;Kokol, Vanja
首次提出了利用变色栓菌漆酶对壳聚糖进行咖啡酸（CA）或没食子酸（GA）功能化的新策略，得到了具有可调抗氧化和抗菌性能的产物。紫外-可见光谱结合HPLC-SEC分析和循环伏安动力学研究表明，漆酶催化酚酸氧化为邻醌，邻醌通过苯环间的C-C偶联和酚侧链的C-O-C偶联形成新的低聚物/聚合物结构。此外，pH可调的漆酶氧化邻醌与壳聚糖的亲核氨基的反应/相互作用的FTIR和H-1 NMR光谱的确定。最高的抗氧化活性被认为是在pH 4.5的酚酸改性的壳聚糖，也表现出对大肠杆菌和单核细胞增生李斯特菌相比，未经处理的壳聚糖的活性增加。(C)2011爱思唯尔有限公司保留所有权利。
A new strategy for the functionalization of chitosan with caffeic acid (CA) or gallic acid (GA) using laccase from Trametes versicolor is presented for the first time, yielding a product with modulated antioxidant and antimicrobial properties. UV-vis spectroscopy coupled to HPLC-SEC analysis and cyclic voltammetry kinetic studies showed that laccase catalyzes the oxidation of phenolic acids to electrophilic o-quinones, which undergo new oligomer/polymer-forming structures originated by C-C coupling between the benzene rings and C-O-C coupling involving phenolic side-chains. Furthermore, pH tunable reactions/interactions of the laccases oxidized o-quinones with nucleophilic amino groups of chitosan were determined with FTIR and H-1 NMR spectroscopy's. The highest antioxidant activity was found to be for chitosan modified with phenolic acids at pH 4.5, exhibit also an increased activity against Escherichia coli and Listeria monocytogenes compared to untreated chitosan. (C) 2011 Elsevier Ltd. All rights reserved.