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Extracavity Effect in Cyclodextrin/Surfactant Complexation.

Carolyn Vargas1, Christian Schönbeck2, Ina Heimann1

  • 1Molecular Biophysics , Technische Universität Kaiserslautern (TUK) , Erwin-Schrödinger-Str. 13 , 67663 Kaiserslautern , Germany.

Langmuir : the ACS Journal of Surfaces and Colloids
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PubMed
Summary
This summary is machine-generated.

Cyclodextrin complexation enhances surfactant stability. Longer surfactant chains form extra-cavity contacts, increasing inclusion complex stability even when the cyclodextrin cavity is full.

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Area of Science:

  • Supramolecular Chemistry
  • Physical Chemistry
  • Biophysical Chemistry

Background:

  • Cyclodextrin (CD) complexation offers controlled sequestration of surfactants, vital for applications like membrane-protein reconstitution.
  • The stability of CD/surfactant inclusion complexes unexpectedly increases with surfactant chain length, even beyond full cavity saturation.

Purpose of the Study:

  • To investigate the thermodynamic and structural basis for the enhanced stability of cyclodextrin/surfactant inclusion complexes with increasing surfactant chain length.
  • To elucidate the role of extracavity interactions in stabilizing these complexes.

Main Methods:

  • Isothermal titration calorimetry (ITC) for thermodynamic parameter determination.
  • Nuclear magnetic resonance (NMR) spectroscopy and molecular dynamics (MD) simulations for structural insights.
  • Studied heptakis(2,6-di- O-methyl)-β-CD (DIMEB) with n-alkyl- N, N-dimethyl-3-ammonio-1-propanesulfonates (SB3-x, x=8-14).

Main Results:

  • Surfactants with chain lengths x ≥ 10 extend beyond the canonical cyclodextrin cavity upon inclusion.
  • Formation of favorable hydrophobic contacts between extended surfactant chains and the extracavity regions of DIMEB was observed.
  • Thermodynamic data confirmed additional stabilizing contributions from these extracavity interactions.

Conclusions:

  • The increasing stability of cyclodextrin/surfactant inclusion complexes with surfactant chain length is attributed to extracavity hydrophobic contacts.
  • This phenomenon explains the observed monotonous increase in stability even for long surfactant chains that saturate the cyclodextrin cavity.