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Crystallographic observation of 'induced fit' in a cryptophane host–guest model system

Author

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  • Olena Taratula

    (University of Pennsylvania)

  • P. Aru Hill

    (University of Pennsylvania)

  • Najat S. Khan

    (University of Pennsylvania)

  • Patrick J. Carroll

    (University of Pennsylvania)

  • Ivan J. Dmochowski

    (University of Pennsylvania)

Abstract

Cryptophane-A, comprised of two cyclotriguaiacylenes joined by three ethylene linkers, is a prototypal organic host molecule that binds reversibly to neutral small molecules via London forces. Of note are trifunctionalized, water-soluble cryptophane-A derivatives, which exhibit exceptional affinity for xenon in aqueous solution. In this paper, we report high-resolution X-ray structures of cryptophane-A and trifunctionalized derivatives in crown–crown and crown–saddle conformations, as well as in complexes with water, methanol, xenon or chloroform. Cryptophane internal volume varied by more than 20% across this series, which exemplifies 'induced fit' in a model host–guest system.

Suggested Citation

  • Olena Taratula & P. Aru Hill & Najat S. Khan & Patrick J. Carroll & Ivan J. Dmochowski, 2010. "Crystallographic observation of 'induced fit' in a cryptophane host–guest model system," Nature Communications, Nature, vol. 1(1), pages 1-7, December.
    • Handle: RePEc:nat:natcom:v:1:y:2010:i:1:d:10.1038_ncomms1151
    DOI: 10.1038/ncomms1151
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