4.8 Article

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

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 28, Pages 10310-10313

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja405237q

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Funding

  1. National Basic Research Program [2013CB834502]
  2. National Natural Science Foundation of China [91027006, 21125417]
  3. Fundamental Research Funds for the Central Universities [2012QNA3013]

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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.

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