Jin Shan, Wang Junfeng, Li Minyong, Wang Binghe
Department of Chemistry and Center for Biotechnology and Drug Design, Gerogia State University, Atlanta, GA 30302-4089, USA.
Chemistry. 2008;14(9):2795-804. doi: 10.1002/chem.200701785.
Boronic acids that change fluorescence properties upon sugar binding are very useful for the synthesis of carbohydrate sensors. Along this line, boronic acids that fluoresce beyond 500 nm are especially useful. A series of boronic acid fluorescent reporter compounds based on the 4-amino-1,8-naphthalimide structure have been synthesized (1a-d) and evaluated under near physiological conditions. These compounds showed good water solubility and significant changes in fluorescence properties after binding with sugars, with the emission wavelength being at around 570 nm. Analogues in this series with different substitutions showed similar properties. We have also examined the mechanism of the observed fluorescence changes for these compounds.
糖结合时会改变荧光特性的硼酸对于碳水化合物传感器的合成非常有用。沿着这条线，发射波长超过500 nm的硼酸特别有用。已经合成了一系列基于4-氨基-1,8-萘二甲酰亚胺结构的硼酸荧光报告化合物（1a-d），并在接近生理条件下进行了评估。这些化合物表现出良好的水溶性，与糖结合后荧光特性有显著变化，发射波长约为570 nm。该系列中具有不同取代基的类似物表现出相似的性质。我们还研究了这些化合物观察到的荧光变化的机制。
