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

Olena Taratula, P. Aru Hill, Najat S. Khan, Patrick J. Carroll and Ivan J. Dmochowski ()
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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

Nature Communications, 2010, vol. 1, issue 1, 1-7

Abstract: 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.

Date: 2010
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DOI: 10.1038/ncomms1151

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