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具有单线态氧猝灭和抗菌能力的水溶性壳聚糖衍生物的物理化学表征

Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities.

作者信息

Vanden Braber Noelia L, Díaz Vergara Ladislao I, Morán Vieyra Faustino E, Borsarelli Claudio D, Yossen Mariana M, Vega Jorge R, Correa Silvia G, Montenegro Mariana A

机构信息

Centro de Investigaciones y Transferencia de Villa María (CITVM-CONICET-UNVM), Universidad Nacional de Villa María (UNVM), Campus Universitario, Arturo Jauretche 1555, Villa María, Córdoba, Argentina.

Instituto de Bionanotecnología del NOA, (INBIONATEC), Universidad Nacional de Santiago del Estero (UNSE), CONICET, RN9, Km 1125, G4206XCP Santiago del Estero, Argentina.

出版信息

Int J Biol Macromol. 2017 Sep;102:200-207. doi: 10.1016/j.ijbiomac.2017.04.028. Epub 2017 Apr 8.

DOI:10.1016/j.ijbiomac.2017.04.028
PMID:28396271
Abstract

New water-soluble chitosan derivatives (WSCh) were obtained by Maillard reaction (MR) between glucosamine (GA) with both low and medium molecular weight chitosans (Ch). The WSCh showed larger solubility than the respective Ch, while their deacetylation degree (DD) decreased by approximately 12%. Infrared spectroscopy experiments of WSCh confirmed the formation of imine bonds after MR with intensified pyranose structure, and sugar molecules as polymer branches. However, a 6-times reduction of the molecular weight of WSCh was measured, indicating the breakdown of the polysaccharide chain during the MR. The polysaccharides quenched singlet molecular oxygen (O), with rate quenching constants correlating with the DD value of the samples, suggesting the important role of amino groups (-NH) in the deactivation of O. Additionally, all polysaccharides presented antimicrobial activity against pathogenic bacteria, e.g. Staphylococcus aureus, Escherichia coli, Salmonella sp., Enterococcus faecalis and Listeria ivanovii, as tested by their minimum inhibitory concentration (MIC). This way we obtained new water-soluble polysaccharides, with similar functional properties to those presented by native Ch, enhancing its potential application as carrier material for bioactive compounds.

摘要

通过低分子量和中分子量壳聚糖(Ch)与氨基葡萄糖(GA)之间的美拉德反应(MR)制备了新型水溶性壳聚糖衍生物(WSCh)。WSCh的溶解度比相应的Ch更大,而其脱乙酰度(DD)降低了约12%。WSCh的红外光谱实验证实了MR后亚胺键的形成,吡喃糖结构增强,且糖分子作为聚合物支链。然而,测得WSCh的分子量降低了6倍,表明在MR过程中多糖链发生了断裂。多糖猝灭单线态分子氧(O),其速率猝灭常数与样品的DD值相关,表明氨基(-NH)在O失活中起重要作用。此外,通过最小抑菌浓度(MIC)测试,所有多糖对病原菌如金黄色葡萄球菌、大肠杆菌、沙门氏菌、粪肠球菌和伊氏李斯特菌均具有抗菌活性。通过这种方式,我们获得了具有与天然Ch相似功能特性的新型水溶性多糖,增强了其作为生物活性化合物载体材料的潜在应用价值。

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