Enantioselective recognition of amino acids by chiral peptido-calix[4]arenes and thiacalix[4]arenes

被引:18
作者
Bois, Joackim [1 ,2 ]
Bonnamour, Isabelle [1 ,2 ]
Duchamp, Christian [1 ,2 ]
Parrot-Lopez, Helene [1 ,2 ]
Darbost, Ulrich [1 ,2 ]
Felix, Caroline [1 ,2 ]
机构
[1] Univ Lyon 1, CNRS, UMR 5246, Inst Chim & Biochim Mol & Supramol,CSAp, F-69622 Villeurbanne, France
[2] Univ Lyon, Lyon, France
关键词
ELECTROSPRAY MASS-SPECTROMETRY; ENANTIOMERIC RECOGNITION; OPTICALLY PURE; DERIVATIVES; BEARING; RECEPTORS; PHENYLALANINE; COMPLEXATION; TRYPTOPHAN; PHASE;
D O I
10.1039/b907190c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In order to prepare new molecular hosts able to discriminate enantiomers of amino-acid derivatives, we have synthesized chiral thiacalix[4]arenes. Extensive studies using NMR and mass spectrometry techniques allow us to determine the major supramolecular interactions involved in the recognition process. Moreover, a titration study enables us to determine the binding constant between these new hosts and a series of amino-acid derivatives. Finally, we have also demonstrated that these calixarenes are able to discriminate enantiomers of amino-acid guests.
引用
收藏
页码:2128 / 2135
页数:8
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