School of Materials Science and Engineering, Changzhou University, Changzhou, PR China.
Int J Biol Macromol. 2011 Jun 1;48(5):753-7. doi: 10.1016/j.ijbiomac.2011.02.018. Epub 2011 Mar 4.
A novel water-soluble chitosan derivative, glucosyloxyethyl acrylated chitosan was successfully synthesized by Michael addition reaction of chitosan with glucosyloxyethyl acrylate (GEA), and the obtained glyco-chitosan derivative was characterized by FT-IR, (1)H NMR, elemental analysis, XRD, TG, DSC and SEM. The FT-IR and (1)H NMR results showed that GEA residues were grafted onto the amino group of chitosan. The degree of substitution (DS) was calculated by elemental analysis. XRD data revealed that the introduced saccharide moieties decreased the crystalline structure of chitosan. TG and DSC results demonstrated that the glucosyloxyethyl acrylated chitosan was less thermal stable than chitosan. This efficient synthetic method provided an approach of preparing water-soluble glyco-chitosan derivatives. The obtained derivatives would show stronger specific affinity of lectin than chitosan thus would have potential applications in biomaterials.
一种新型的水溶性壳聚糖衍生物，葡萄糖氧基乙基丙烯酰化壳聚糖通过壳聚糖与葡萄糖氧基乙基丙烯酰胺（GEA）的迈克尔加成反应成功合成，所得糖基壳聚糖衍生物通过傅里叶变换红外光谱（FT-IR）、（1）H 核磁共振、元素分析、X 射线衍射（XRD）、热重分析（TG）、差示扫描量热分析（DSC）和扫描电子显微镜（SEM）进行了表征。FT-IR 和（1）H NMR 结果表明，GEA 残基接枝到壳聚糖的氨基上。通过元素分析计算取代度（DS）。XRD 数据表明，引入的糖基降低了壳聚糖的结晶结构。TG 和 DSC 结果表明，葡萄糖氧基乙基丙烯酰化壳聚糖的热稳定性低于壳聚糖。这种高效的合成方法为制备水溶性糖基壳聚糖衍生物提供了一种途径。所得衍生物将比壳聚糖具有更强的凝集素特异性亲和力，因此在生物材料中有潜在的应用。
