Abstract
The purpose of this investigation has been to establish reference pKa values in D2O for the three natural CDs by high-resolution 1H-NMR, according to the recent guidelines provided by the IUPAC for the determination of extreme pKa values. The most alkaline conditions achieved in this study than in previous pH potentiometric assays have made possible to deduce the pKa for the three acidic groups of each CD. In addition, we have studied the effects of the ionization of β-CD on the aggregation properties of this macrocycle in H2O by dynamic light scattering (DLS) as a function of pH. This procedure provides an indirect way of measuring the pKa of β-CD either by tracking the percentage of scattered light or the hydrodynamic radii of the species involved and reveals that the aggregates of β-CD break and reduce their size progressively upon ionization of the OH− groups in positions 2 and 3.
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