A synthetic mimic of protein inner space: Buried polar interactions in a deep water-soluble host

被引:56
作者
Butterfield, Sara M.
Rebek, Julius, Jr.
机构
[1] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词
D O I
10.1021/ja0663374
中图分类号
O6 [化学];
学科分类号
0703 [化学];
摘要
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. Copyright © 2006 American Chemical Society.
引用
收藏
页码:15366 / 15367
页数:2
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