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A new class of fluorescent boronic acids that have extraordinarily high affinities for diols in aqueous solution at physiological pH

机译:在生理pH下对水溶液中的二醇具有极高亲和力的一类新型荧光硼酸

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摘要

The boronic acid group is an important recognition moiety for sensor design. Herein, we report a series of isoquinolinylboronic acids that have extraordinarily high affinities for diol-containing compounds at physiological pH. In addition, 5- and 8-isoquinolinylboronic acids also showed fairly high binding affinities towards D-glucose (K_a=42 and 46M~(-1), respectively). For the first time, weak but encouraging binding of cis-cyclohexanediol was found for these boronic acids. Such binding was coupled with significant fluorescence changes. Furthermore, 4- and 6- isoquinolinylboronic acids also showed the ability to complex methyl α-D-glucopyranose (K_a=3 and 2M~(-1), respectively). Be the first! The diol-binding behavior of a series of isoquinolinylboronic acids was investigated by monitoring the changes of their fluorescence intensity (see figure for an example, 6-IQBA=6-isoquinolinylboronic acid). For the first time, a boronic acid derivative that binds cis-cyclohexanediol was identified.
机译:硼酸基团是传感器设计的重要识别部分。本文中,我们报道了一系列异喹啉基硼酸,它们在生理pH下对含二醇化合物具有极高的亲和力。另外,5-和8-异喹啉基硼酸也显示出对D-葡萄糖的相当高的结合亲和力(分别为K_a = 42和46M〜(-1))。这些硼酸首次发现弱但令人鼓舞的顺式环己二醇结合。这种结合伴随着显着的荧光变化。此外,4-和6-异喹啉基硼酸也显示出复合甲基α-D-吡喃葡萄糖的能力(分别为K_a = 3和2M〜(-1))。成为第一个!通过监测荧光强度的变化来研究一系列异喹啉基硼酸的二醇结合行为(例如,参见图6-IQBA = 6-异喹啉基硼酸)。首次鉴定了结合顺式-环己二醇的硼酸衍生物。

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