Water-soluble host-guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres.

ABSTRACT: A sugar-functionalized water-soluble tribenzotriquinacene derivative bearing six glucose residues, TBTQ-(OG) ₆ , was synthesized and its interaction with C₆₀ and C₇₀-fullerene in co-organic solvents and aqueous solution was investigated by fluorescence spectroscopy and ultraviolet-visible spectroscopy. The association stoichiometry of the complexes TBTQ-(OG) ₆ with C₆₀ and TBTQ-(OG) ₆ with C₇₀ was found to be 1:1 with binding constants of K _a = (1.50 ± 0.10) × 10⁵ M^-1 and K _a = (2.20 ± 0.16) × 10⁵ M^-1, respectively. The binding affinity between TBTQ-(OG) ₆ and C₆₀ was further verified by Raman spectroscopy. The geometry of the complex of TBTQ-(OG) ₆ with C₆₀ deduced from DFT calculations indicates that the driving force of the complexation is mainly due to the hydrophobic effect and to host-guest ?-? interactions. Hydrophobic surface simulations showed that TBTQ-(OG) ₆ and C₆₀ forms an amphiphilic supramolecular host-guest complex, which further assembles to microspheres with diameters of 0.3-3.5 ?m, as determined by scanning electron microscopy.

SUBMITTER: Liu SY 

PROVIDER: S-EPMC7590625 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature