A Synthetic Mimic of Protein Inner Space: Buried Polar Interactions in a Deep Water-Soluble Host
- 8 November 2006
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 128 (48), 15366-15367
- https://doi.org/10.1021/ja0663374
Abstract
A deep water-soluble cavitand was functionalized with a carboxylic acid directed toward the hydrophobic interior of the host. The buried salt-bridge interaction formed with a quinuclidium cationic guest was determined to be worth -3 kcal/mol using a free energy cycle. The strength of the interaction correlates well with buried salt bridges in proteins, indicating that the cavitand interior mimics the hydrophobic inner space of proteins.Keywords
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