National Center for Nanoscience and Technology, Beijing 100190, China.
Chem Asian J. 2011 Sep 5;6(9):2376-81. doi: 10.1002/asia.201100141. Epub 2011 Jul 11.
Tetraphenylethylene (TPE)-based glycoconjugates were easily synthesized by copper(I)-catalyzed "click reactions" between propargyl-attached TPE and azido-functionalized sugars. The TPE compound bearing lactosyl moieties (Lac-TPE) was found to be a fluorescence "turn-on" sensor for cholera toxin by virtue of aggregation-induced emission characteristics of the TPE motif owing to the specific interaction of lactose with the cholera toxin B subunit, whilst a cellobiose-functionalized TPE derivative did not show any response to the toxin. Therefore, Lac-TPE shows promising applications in the detection of cholera toxin, as well as in the investigation of carbohydrate-protein interaction.
基于四苯乙烯（TPE）的糖缀合物可以通过铜（I）催化的炔丙基连接的 TPE 和叠氮功能化糖之间的“点击反应”轻松合成。由于 TPE 基序的聚集诱导发射特性，具有乳糖基部分的 TPE 化合物（Lac-TPE）被发现是霍乱毒素的荧光“开启”传感器，这是由于乳糖与霍乱毒素 B 亚基的特异性相互作用，而纤维二糖功能化的 TPE 衍生物对毒素没有任何反应。因此，Lac-TPE 有望在霍乱毒素的检测以及碳水化合物-蛋白质相互作用的研究中得到应用。
