A synthetic receptor for choline and carnitine

被引:70
作者
Ballester, P [1 ]
Shivanyuk, A [1 ]
Far, AR [1 ]
Rebek, J [1 ]
机构
[1] The Scripps Res Inst, Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
关键词
D O I
10.1021/ja0282689
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A synthetic receptor is described with the appropriate shape and size for alkylated trimethylammonium ions such as choline and carnitine. The structure features a deep, concave binding site, lined with aromatic walls that provide cation-π interactions between host and guest. Molecular mechanic calculations suggest that the host's shape is maintained through intermolecular hydrogen bonding with DMSO solvent molecules. The cavity is too small to accommodate larger ions. Choline and carnitine are recognized and bound with high affinity even though no complementary charges are involved in the process. Copyright © 2002 American Chemical Society.
引用
收藏
页码:14014 / 14016
页数:3
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