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Determination of the ionization constants of natural cyclodextrins by high-resolution 1H-NMR and photon correlation spectroscopy

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An Erratum to this article was published on 13 October 2010

Abstract

The purpose of this investigation has been to establish reference pK a 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 pK a values. The most alkaline conditions achieved in this study than in previous pH potentiometric assays have made possible to deduce the pK a 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 pK a 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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Acknowledgements

The authors acknowledge financial support from Projects CTQ2006-14933/BQU, MAT2007-65752, UCM-BSCHGR58/08-921628. R. Maeztu also acknowledges doctoral grants from the Gobierno de Navarra and the Asociación de Amigos de la Universidad de Navarra.

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Authors and Affiliations

  1. Departamento de Química y Edafología, Facultad de Ciencias, Universidad de Navarra, 31080, Pamplona, Spain

    R. Maeztu & G. González-Gaitano

  2. Departamento de Química-Física I, Facultad de CC. Químicas, Universidad Complutense, 28040, Madrid, Spain

    G. Tardajos

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  1. R. Maeztu
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  2. G. Tardajos
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Correspondence to G. González-Gaitano.

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An erratum to this article can be found at http://dx.doi.org/10.1007/s10847-010-9874-5

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Maeztu, R., Tardajos, G. & González-Gaitano, G. Determination of the ionization constants of natural cyclodextrins by high-resolution 1H-NMR and photon correlation spectroscopy. J Incl Phenom Macrocycl Chem 69, 361–367 (2011). https://doi.org/10.1007/s10847-010-9753-0

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  • DOI: https://doi.org/10.1007/s10847-010-9753-0

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