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A Facile Method for the Preparation of Gold Glyconanoparticles from Free Oligosaccharides and Their Applicability in Carbohydrate-Protein Interaction tudies

机译:一种从游离寡糖制备糖金纳米颗粒的简便方法及其在糖-蛋白相互作用体系中的应用

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摘要

The weak binding affinity of monomeric Oligosaccharides with carbohydrate-binding proteins are hampering their use in in-vivo and in-vitro bio-assays.Gold glyconanoparticles(GNPs),prepared from synthetic Oligosaccharides,have been used to overcome this weak binding affinity.In this paper,a convenient method for the preparation of GNPs from free Oligosaccharides is presented.The reductive amination of saccharides with trityl-protected cysteamine,followed by de-tritylation,afforded cysteamine-extended saccharides that could be used for the preparation of GNPs under reducing conditions in water.The robust chemistry and facile purification of intermediate and final compounds ensure high yields and reproducible results and the,subsequent,preparation of GNPs proceeded smoothly,even with minute quantities nanomolar scale)of the cysteamine-extended saccharide.The described method was used to synthesize a series of gluco-and manno-oligosaccharide-containing GNPs.The prepared GNPs were validated in interaction studies with Con A,using either surface plasmon resonance(SPR),UVY Vis spectroscopy,or transmission electron microscopy(TEM).The described method for the preparation of water-soluble gold glyconanoparticles can be used for the identification of carbohydrate ligands for novel carbohydrate-binding proteins,and can find application as inhibitors of pathological interactions.
机译:单体寡糖与碳水化合物结合蛋白的弱结合亲和力阻碍了它们在体内和体外生物测定中的应用。由合成寡糖制备的金糖纳米颗粒(GNP)已被用来克服这种弱结合亲和力。本文提出了一种由游离寡糖制备GNPs的简便方法。三苯甲基保护的半胱胺对糖类的还原胺化作用,然后进行去三苯甲基化反应,得到的半胱胺延伸的糖可以在还原条件下用于制备GNP。中间体和最终化合物的稳健化学作用和简便的纯化方法确保了高收率和可重复的结果,随后半胱胺扩展糖的制备GNP顺利进行,即使是微量的纳摩尔规模也是如此。用于合成一系列含葡萄糖和甘露寡糖的GNPs。通过表面等离子体共振(SPR),UVY可见光谱或透射电子显微镜(TEM)进行与Con A的相互作用研究。所描述的水溶性金糖纳米颗粒的制备方法可用于鉴定碳水化合物的配体新型糖结合蛋白,可作为病理相互作用的抑制剂。

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