A Multi-Component Sensor System for Detection of Amphiphilic Compounds

被引:55
作者
Xu, Ming [1 ]
Kelley, Steven P. [1 ]
Glass, Timothy E. [1 ]
机构
[1] Univ Missouri, Dept Chem, 601 S Coll Ave, Columbia, MO 65211 USA
基金
美国国家科学基金会;
关键词
amphiphilic compounds; boronic acid; cucurbit[8]uril; glycolipids; supramolecular chemistry; SUPRAMOLECULAR CHEMISTRY; CUCURBITURIL; CAVITANDS; PROBE; SHAPE; TUBE;
D O I
10.1002/anie.201807221
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Many biologically important compounds are amphiphilic in character. Glycolipids, for example, represent a biologically important class of amphiphiles. Receptors and sensors for such compounds must also be amphiphilic making them a challenge to prepare. Here, a cucurbit[8]uril (CB[8])-based sensor system has been prepared and tested for detection of amphiphilic compounds. This multi-component system consists: a CB[8], which acts as a hydrophobic lipid receptor, a hydrophilic pyridinium-based carbohydrate receptor, and a fluorescent indicator. The system self-assembles in aqueous solution. The pyridinium quenches the fluorescence of the indicator giving a strong turn-on response when it is displaced by the analyte. The sensor system was characterized by NMR, X-ray crystallography, and fluorescence titrations.
引用
收藏
页码:12741 / 12744
页数:4
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