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Development of Fluorescent Chemosensors for Amino‐Sugars
Israel Journal of Chemistry ( IF 2.3 ) Pub Date : 2021-02-19 , DOI: 10.1002/ijch.202000104
Rohan Yadav 1 , Carel Kwamen 1 , Jochen Niemeyer 1
Affiliation  

In this account, we describe the application of a series of multidentate BINOL‐based phosphoric acids for the fluorescence‐based chemosensing of amino sugars. To this end, we developed a novel synthetic protocol for three isomerically pure phosphoric acid monoesters of the type ArOP(O)(OH)2. These were investigated with respect to their binding towards amino sugars (glucosamine, galactosamine and mannosamine) in comparison to the previously reported diesters of the type (ArO)2P(O)(OH). We could find that the diesters show no significant binding, while the monoesters can be used as hosts for amino sugars. Indeed, one host selectively binds to galactosamine, while a second host binds both glucosamine and mannosamine. This allows the fluorescence‐based detection and discrimination of the amino sugars by a novel class of phosphate‐based supramolecular hosts.

中文翻译:

氨基糖荧光化学传感器的开发

在此说明中,我们描述了一系列基于多齿BINOL的磷酸在基于荧光的氨基糖化学传感中的应用。为此,我们为ArOP(O)(OH)2类型的三种异构纯磷酸单酯开发了一种新颖的合成方案。与先前报道的2型二酯相比,对它们与氨基糖(葡糖胺,半乳糖胺和甘露糖胺)的结合性进行了研究。呸)。我们可以发现二酯没有明显的结合,而单酯可以用作氨基糖的宿主。实际上,一个宿主选择性结合半乳糖胺,而第二个宿主同时结合葡糖胺和甘露糖胺。这使得一类新型的基于磷酸盐的超分子宿主能够对氨基糖进行基于荧光的检测和区分。
更新日期:2021-04-23
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