A triazatruxene-based glycocluster as a fluorescent sensor for concanavalin A.
A triazatruxene-based glycocluster as a fluorescent sensor for concanavalin A.
复制标题
DOI：
10.1002/chem.201200905
复制
发表时间：
2013-02
期刊：
影响因子：
--
通讯作者：
Ke-Rang Wang;Yue-qing Wang;Hong-Wei An;Jinchao Zhang;Xiao-liu Li
中科院分区：
文献类型：
--
作者：
Ke-Rang Wang;Yue-qing Wang;Hong-Wei An;Jinchao Zhang;Xiao-liu Li
设计、合成了一种新的基于三氮杂蒽的荧光糖簇，并通过核磁共振和质谱对其进行了表征。利用荧光光谱、圆二色光谱和浊度法研究了其与伴刀豆球蛋白A（ConA）的特异性和选择性结合特性。结果表明，多价甘露糖修饰的三氮杂蒽与Con A具有特异性结合，但与花生凝集素（PNA）凝集素或牛血清白蛋白（BSA）没有结合，其亲和力比单价甘露糖配体高两个数量级。最有趣的是，荧光增强的三氮杂蒽为基础的糖簇后，观察到由于疏水相互作用涉及的网站接近的三氮杂蒽部分与Con A的结合。此外，通过血凝抑制试验研究了基于三氮杂蒽的糖簇对ORN178诱导的血凝的抑制能力。结果表明与ORN178的选择性结合。
A new triazatruxene-based fluorescent glycocluster has been designed, synthesized, and fully characterized by NMR spectroscopy and mass spectrometry. Furthermore, its specific and selective binding properties with concanavalin A (Con A) have been investigated by fluorescence spectroscopy, circular dichroism (CD) spectroscopy, and turbidity assay. The obtained results showed that the multivalent mannose-modified triazatruxene exhibited specific binding with Con A, but no binding to peanut agglutinin (PNA) lectin or bovine serum albumin (BSA), corresponding to a two-orders-of-magnitude higher affinity than that of monovalent mannose ligands. Most interestingly, a fluorescence enhancement of the triazatruxene-based glycocluster was observed upon binding with Con A because of hydrophobic interactions involving sites close to the triazatruxene moiety. Furthermore, the inhibitory ability of the triazatruxene-based glycocluster against ORN178-induced haemagglutination has been investigated by haemagglutination inhibition assay. The results indicated selective binding with ORN178.