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

A new class of fluorescent boronic acids that have extraordinarily high affinities for diols in aqueous solution at physiological pH.
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DOI:
10.1002/chem.201000637
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发表时间:
2010-12-03
影响因子:
4.3
通讯作者:
Wang, Binghe
Wang, Binghe
中科院分区:
化学2区
文献类型:
--
作者:
Cheng, Yunfeng;Ni, Nanting;Yang, Wenqian;Wang, Binghe

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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 p H. In addition, 5- and 8-isoquinolinylboronic acids also showed fairly high binding affinities with d-glucose (Ka = 42 and 46 M−1, respectively). For the very first time, weak but encouraging binding with cis-cyclohexanediol was found for these boronic acids. Such binding was coupled with significant fluorescence changes. Furthermore, 4- and 6-isoquinolinylboronic acids also showed ability to complex methyl-α-d-glucopyranose (Ka = 3 and 2 M−1, respectively).
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