Enantioselective binding of amino acids and amino alcohols by self-assembled chiral basket-shaped receptors

被引：42

作者：

Escuder, B ^{[1
]}

Rowan, AE ^{[1
]}

Feiters, MC ^{[1
]}

Nolte, RJM ^{[1
]}

机构：

[1] Catholic Univ Nijmegen, Dept Organ Chem, NL-6525 ED Nijmegen, Netherlands

来源：

TETRAHEDRON | 2004年 / 60卷 / 02期

关键词：

supramolecular chemistry; receptors; enantioselectivity; amino acids;

D O I：

10.1016/j.tet.2003.11.019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Amino acid appended diphenylglycoluril-based chiral molecular receptors 2 and 3 have been prepared and their aggregation has been studied in water at various pH's and in chloroform. The binding of several biologically relevant guests with aromatic moieties to these aggregates has been studied with UV-Vis spectroscopy in competition experiments with 4-(4-nitrophenylazo)resorcinol (Magneson) and 2-(4-hydroxyphenylazo)benzoic acid (HABA) as probes. Aggregates of chiral host 2b showed binding of catecholamines and aromatic amino acids in an aqueous environment, as well as discrimination between amino acid enantiomers, and can be considered a mimic for adrenergic receptors. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：291 / 300

页数：10

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