Nucleobase-Functionalized β-Cyclodextrins. Preparation and Spectral Properties

Article abstract of DOI:10.1021/jo00180a012

The nucleobase-functionalized β-cyclodextrins in which a nucleobase was linked to C-6 of β-cyclodextrin directly or through a flexible carbon chain were synthesized.Their structures were determined on the basis of spectroscopic data and elemental analyses.Fast atom bombardment mass spectrometry was employed to determine the molecular weight of these nonvolatile compounds.The specific interaction of the nucleobase moiety with the cyclodextrin cavity, the influence of chain length on their inclusion abilities, and the pH-dependent conformational change of these compounds are dicussed on the basis of analyses of these molecules by UV and circular dichroism spectra.