The development of photometric sensors for boronic acids.

The development of photometric sensors for boronic acids.
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硼酸光度传感器的开发。

DOI:
10.1006/bioo.2001.1217
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发表时间:
2001
期刊:
Bioorganic chemistry.
影响因子:
--
通讯作者:
Wang,B
Wang,B
中科院分区:
--
文献类型:
--
作者:
Springsteen,G;Ballard,CE;Gao,S;Wang,W;Wang,B

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Boronic acids bind certain 1,2- and 1,3-diols with high affinity through reversible formation of boronate esters. They have been utilized as the recognition moiety for artificial receptors, particularly receptors for carbohydrates that have cis-diol moieties. Therefore, sensors for boronic acids could serve as universal reporters for monitoring boronate formation. This paper reports the design and synthesis of a series of photometric chemosensors for phenylboronic acid using diethanolamine as the recognition moiety. Diethanolamine, which binds strongly to boronic acids, has been linked to three different types of optical reporters. A photoinduced electron transfer system based on the anthracene fluorophore has been used to create sensors that show up to a fivefold increase in fluorescent intensity in the presence of millimolar concentrations of phenylboronic acid. Sensor designs based on the restriction of free rotation of extended π systems and on the perturbed electronic properties of azo dyes are also included. This work demonstrates that sensors based on several different designs can be used for the detection of boronic acids.
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