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Cavity Hydration and Competitive Binding in Methylated β-Cyclodextrin.

Denilson Mendes de Oliveira1, Dor Ben-Amotz1

  • 1Department of Chemistry , Purdue University , West Lafayette , Indiana 47907 , United States.

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Raman spectroscopy reveals water molecules in methylated β-cyclodextrin (Me-β-CD) are similar to bulk water. Benzene binding to Me-β-CD expels these waters, quantified using Raman-MCR.

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Area of Science:

  • Supramolecular chemistry
  • Physical chemistry
  • Spectroscopy

Background:

  • Methylated β-cyclodextrin (Me-β-CD) is a host molecule with a hydrophobic cavity.
  • Water molecules occupy the cavity of Me-β-CD in aqueous solutions.
  • Understanding guest binding and water displacement is crucial for host-guest chemistry.

Purpose of the Study:

  • To measure the vibrational spectrum of water molecules within the Me-β-CD cavity.
  • To quantify the competitive expulsion of these water molecules by benzene.
  • To determine the binding constant of benzene to Me-β-CD.

Main Methods:

  • Raman spectroscopy
  • Multivariate curve resolution (Raman-MCR)
  • Equilibrium constant measurements

Main Results:

  • The Me-β-CD cavity contains 5-6 water molecules with structures similar to bulk water, but more tetrahedral and with fewer weak hydrogen bonds.
  • The binding constant of benzene to Me-β-CD is comparable to that of benzene to β-CD.
  • The competitive displacement of water by benzene was quantified.

Conclusions:

  • Raman-MCR is effective for studying water structure and guest binding in cyclodextrin cavities.
  • Benzene binding to Me-β-CD involves the displacement of structured water molecules.
  • The findings contribute to understanding host-guest interactions in aqueous systems.