Abstract
It is demonstrated that substrate binding to α- and β-cyclodextrins (CD) in solution can conveniently and directly be monitored from multicomponent self-diffusion data on these solutions, using the Fourier Transform NMR pulsed-gradient spin-echo technique. Included are aromatics and a series of alcohols ranging from methanol to octanol. Experimentally it was found thatn-alcohols associate more strongly with α-CD than with β-CD. As the bulkiness of the alcohol increased, binding to β-CD was enhanced while the reverse effect was observed in the case of α-CD. For both cyclodextrins it was found thatn-alcohol complexation in the homologous series was attributable to an increment in standard free energy of complexation of ∼ −3.0 kJ/mol for each −CH2− group, suggesting that the binding mechanism is of a hydrophobic nature.
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Rymdén, R., Carlfors, J. & Stilbs, P. Substrate binding to cyclodextrins in aqueous solution: A multicomponent self-diffusion study. Journal of Inclusion Phenomena 1, 159–167 (1983). https://doi.org/10.1007/BF00656818
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DOI: https://doi.org/10.1007/BF00656818