Journal of inclusion phenomena

, Volume 1, Issue 2, pp 159–167 | Cite as

Substrate binding to cyclodextrins in aqueous solution: A multicomponent self-diffusion study

  • Roger Rymdén
  • Johan Carlfors
  • Peter Stilbs
Article
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Revised:

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.

Key words

Cyclodextrin Self-Diffusion Nuclear Magnetic Resonance Inclusion-Complex Hydrophobic Interaction Alcohols 
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Copyright information

© D. Reidel Publishing Company 1983

Authors and Affiliations

  • Roger Rymdén
    • 1
  • Johan Carlfors
    • 1
  • Peter Stilbs
    • 1
  1. 1.Institute of Physical ChemistryUppsala UniversityUppsalaSweden

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