Synthesis of fluorescent bisboronic acid sensors and their recognition of mono-/oligo-saccharides

Synthesis of fluorescent bisboronic acid sensors and their recognition of mono-/oligo-saccharides
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荧光双硼酸传感器的合成及其对单糖/寡糖的识别

DOI:
10.1016/j.cclet.2017.02.013
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发表时间:
2017-06
影响因子:
9.1
通讯作者:
Li Xiao-Liu
Li Xiao-Liu
中科院分区:
化学1区
文献类型:
--
作者:
Wang Yan-En;Rong Rui-Xue;Chen Hua;Zhu Meng-Yuan;Wang Bing-He;Li Xiao-Liu

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能够识别细胞表面碳水化合物的传感器,如sialyl Lewis X (sLex),是非常宝贵的研究工具,可用于多种癌症的诊断和早期检测。在本文中,我们报道了一系列双硼酸(a - f)作为单糖/寡糖荧光传感器的设计和合成。其中,化合物6dand6对葡萄糖和果糖具有较强的结合亲和力,而化合物6c通过六亚甲基间隔物连接两个蒽基硼酸单元,能够识别slex选择性,并在1 μmol/L的浓度下染色HEPG2细胞。
Sensors capable of recognizing cell surface carbohydrates, such as sialyl Lewis X (sLex), are invaluable research tools and for the diagnosis and early detection of many forms of cancer. In this paper, we report the design and synthesis of a series of bisboronic acids6(a–f)as fluorescent sensors towards mono-/oligosaccharides. Among them, compounds6dand6eshowed strong binding affinities with glucose and fructose, while compound6c, in which two anthracene-based boronic acid units were linked by a hexamethylene spacer, was able to recognize sLexselectivity and stained HEPG2 cells at 1 μmol/L.
DOI: 10.1002/chin.199744337
发表时间: 1997-10
期刊: ChemInform
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