Cell surface glycoproteins have been known to play very important roles in various physiologic and pathologic processes. Small molecule compounds capable of carbohydrate recognition can be very useful for the development of sensing, diagnostic, and therapeutic agents. Along this line, we are interested in developing water-soluble fluorescent boronic acid compounds for carbohydrate recognition. As such, a series of benzo[b]thiophene boronic acid derivatives have been synthesized and their fluorescent properties analyzed at physiologic pH. Benzo[b]thiophene derivatives were found to be a new type of fluorescent reporter compounds capable of dual fluorescent emission under physiologic pH conditions. Compounds 1, 3, 4, 5, and 6 showed unusual emission wavelength shifts upon binding of sugars. These boronic acids will be useful tools for building glycoprotein biosensors for biologic applications.

中文翻译：

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用于糖传感的双波长荧光苯并[b]噻吩硼酸衍生物的合成和评价。

已知细胞表面糖蛋白在各种生理和病理过程中起着非常重要的作用。能够识别碳水化合物的小分子化合物对于开发传感，诊断和治疗剂非常有用。沿着这一思路，我们对开发用于碳水化合物识别的水溶性荧光硼酸化合物感兴趣。这样，已经合成了一系列苯并[b]噻吩硼酸衍生物，并在生理pH下分析了它们的荧光性质。发现苯并[b]噻吩衍生物是一种能够在生理pH条件下实现双重荧光发射的新型荧光报告化合物。化合物1、3、4、5和6在结合糖后显示出异常的发射波长偏移。