A Sugar-Functionalized Amphiphilic Pillar[5]arene: Synthesis, Self-Assembly in Water, and Application in Bacterial Cell Agglutination

作者:Yu, Guocan; Ma, Yingjie; Han, Chengyou; Yao, Yong; Tang, Guping; Mao, Zhengwei; Gao, Changyou; Huang, Feihe*
来源:Journal of the American Chemical Society, 2013, 135(28): 10310-10313.
DOI:10.1021/ja405237q

摘要

A novel sugar-functionalized amphiphilic pillar[5]arene containing galactose groups as the hydrophlic part and alkyl chains as the hydrophobic part was designed and synthesized. It self-assembles in water to produce nanotubes as confirmed by TEM, SEM, and fluorescence microscopy. These nanotubes, showing low toxicity to both cancer and normal cells, can be utilized as excellent cell glues to agglutinate E. coli. The existence of galactoses on these nanotubes provides multivalent ligands that have high affinity for carbohydrate receptors on E. coli.