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与苯乙炔基的延长共轭对水溶性芳基硼酸荧光性质的影响。

Effect of extended conjugation with a phenylethynyl group on the fluorescent properties of water-soluble arylboronic acids.

作者信息

Zheng Shi-Long, Lin Na, Reid Suazette, Wang Binghe

机构信息

Department of Chemistry and Center for Biotechnology and Drug Design, Georgia State University, Atlanta, GA 30302-4098, USA.

出版信息

Tetrahedron. 2007 Jun 18;63(25):5427-5436. doi: 10.1016/j.tet.2007.04.035.

Abstract

Boronic acids that change fluorescent properties upon sugar binding are very important reporter units for the development of small molecule lectin mimics (boronolectins). Aimed at developing long wavelength fluorescent boronic acid reporter compounds, we have designed and synthesized a series of boronic acid analogs 2a-d with an extended π conjugation. Such designs are based on earlier fluorescent boronic acids that change fluorescent properties upon sugar binding. Compared with the corresponding parent chromophores, these new compounds with extended conjugations show longer excitation and emission wavelengths as designed. The patterns of fluorescent changes for the new compounds are also different from that of the corresponding parent compounds.

摘要

在与糖结合时会改变荧光特性的硼酸是开发小分子凝集素模拟物(硼凝集素)的非常重要的报告单元。为了开发长波长荧光硼酸报告化合物,我们设计并合成了一系列具有扩展π共轭的硼酸类似物2a-d。此类设计基于早期在与糖结合时会改变荧光特性的荧光硼酸。与相应的母体发色团相比,这些具有扩展共轭的新化合物如设计的那样显示出更长的激发和发射波长。新化合物的荧光变化模式也与相应母体化合物的不同。

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