Alkyl-Substituted Cucurbit[6]uril Bridged β-Cyclodextrin Dimer Mediated Intramolecular FRET Behavior

J Org Chem. 2020 May 1;85(9):6131-6136. doi: 10.1021/acs.joc.9b03513. Epub 2020 Apr 13.

Abstract

A novel triazolyl bridged cucurbituril (CB)-cyclodextrin (CD) dimer was synthesized via click reaction of monopropargyl modified octamethylcucurbit[6]uril and mono-6-azido-β-cyclodextrin. Moreover, it could form stable supramolecular inclusion complexes possessing efficient fluorescence resonance energy transfer, which benefited from the fact that CD and CB can bind amantadine- and pyridinium-containing fluorophores simultaneously. The supramolecular inclusion complex behaviors were investigated by NMR spectroscopy, UV-vis absorption, and fluorescence spectroscopy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bridged-Ring Compounds / chemistry
  • Cyclodextrins* / chemistry
  • Fluorescence Resonance Energy Transfer
  • Heterocyclic Compounds, 2-Ring
  • Imidazoles / chemistry
  • Imidazolidines
  • Macrocyclic Compounds
  • beta-Cyclodextrins* / chemistry

Substances

  • Bridged-Ring Compounds
  • Cyclodextrins
  • Heterocyclic Compounds, 2-Ring
  • Imidazoles
  • Imidazolidines
  • Macrocyclic Compounds
  • beta-Cyclodextrins
  • cucurbit(6)uril