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Glycosylation of polyphosphazenes by thiol-yne click chemistry for lectin recognition

机译:通过硫醇-yne的聚磷腈糖基化合物凝集凝集素识别

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摘要

Strong carbohydrate-lectin binding interactions in biological systems can be mimicked through the synthesis of glucose containing macromolecules, particularly glycosylated polymers. Herein, an amphiphilic glycosylated polyphosphazene was synthesized by mixed substitution of poly(dichlorophosphazene) with n-butylamine and propargylamine, and a subsequent "thiol-yne" click reaction between poly[(propargylamine/n-butylamine) phosphazene] (PPBP) and 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranose. Polyphosphazenes with different glycosyl densities, P-37% and P-58%, were obtained and investigated. It was found that these amphiphilic glycopolymers could self-assemble to form global micelles in aqueous solution. An increase in size occurred when the polyphosphazenes interacted with concanavalin A (Con-A). Such interaction was further confirmed by variations in absorbance demonstrated by ultraviolet-visible spectroscopy. Disaggregation of the polyphosphazene-Con-A complex was observed in the presence of free glucose, which was possibly due to variable ratios of glycosyl-to-alkyl moieties in the glycosylated PPBP. The glucosylated polyphosphazene bound specifically to Con-A but not to peanut agglutinin, as determined by fluorescence microscopy.
机译:通过合成含有大分子的大分子,特别是糖基化聚合物,可以模仿生物系统中的强碳水化合物凝集素结合相互作用。在此,通过用正丁胺和丙氨酸的混合取代聚(二氯膦酰胺)和丙氨酸的混合取代,并随后的“硫醇-yne”点击“poly [(Prophargylamine /正丁胺)磷腈(PPBP)和2之间的反应合成两亲糖基化的多磷腈。(PPBP)和2 ,3,4,6-四-4-乙酰-1-硫代β-D-吡喃葡萄糖。得到不同糖基密度,P-37%和P-58%的多磷腈,并研究。发现这些两亲碳硅聚合物可以自组装以在水溶液中形成全局胶束。当多磷腈与粗碱素A(CON-A)相互作用时,大小的增加。通过紫外线可见光谱证明的吸光度变化进一步证实了这种相互作用。在游离葡萄糖的存在下,这是可能是由于在糖基化的糖基PPBP对烷基部分的可变比率观察到聚磷腈精读-A复合物的解聚。通过荧光显微镜测定,特异性地结合葡萄糖基化的多磷酸化物,而不是花生基因蛋白。

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  • 来源
    《RSC Advances》 |2015年第21期|共7页
  • 作者单位

    Zhejiang Univ MOE Key Lab Macromol Synth &

    Functionalizat Dept Polymer Sci &

    Engn Hangzhou 310027 Zhejiang Peoples R China;

    Zhejiang Univ MOE Key Lab Macromol Synth &

    Functionalizat Dept Polymer Sci &

    Engn Hangzhou 310027 Zhejiang Peoples R China;

    Zhejiang Univ MOE Key Lab Macromol Synth &

    Functionalizat Dept Polymer Sci &

    Engn Hangzhou 310027 Zhejiang Peoples R China;

    Zhejiang Univ MOE Key Lab Macromol Synth &

    Functionalizat Dept Polymer Sci &

    Engn Hangzhou 310027 Zhejiang Peoples R China;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
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