Highly enantioselective fluorescent sensor for chiral recognition of amino acid derivatives

被引：43

作者：

He, Xuan ^{[1
]}

Cui, Xin ^{[1
]}

Li, Maosi ^{[1
]}

Lin, Lili ^{[1
]}

Liu, Xiaohua ^{[1
]}

Feng, Xiaoming ^{[1
]}

机构：

[1] Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Peoples R China

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 42期

基金：

中国国家自然科学基金;

关键词：

Enantioselective; Fluorescent Sensors; Amino acid derivatives; Binaphthyl derivatives; CAPILLARY-ELECTROPHORESIS; ENANTIOMERIC RECOGNITION; LIQUID-CHROMATOGRAPHY; MOLECULAR RECOGNITION; ASYMMETRIC CATALYSIS; CROWN-ETHERS; DISCRIMINATION; SEPARATION; BINOL; COMPLEXES;

D O I：

10.1016/j.tetlet.2009.08.006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly enantioselective fluorescent sensor, containing benzylaminomethyl groups at 3,3'-position of 1,1'-bi-2-naphthol (BINOL), has been used to conduct the chiral recognition of cc-amino acid derivatives. It is observed that one enantiomer of N-Boc-proline can increase the fluorescence intensity of the binaphthyl fluorophores by over 57-fold, while the other enantiomer can cause only sixfold fluorescence enhancement. Such unusually highly enantioselective response demonstrates that this sensor is potentially useful in the enantioselective recognition of amino acid derivatives. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：5853 / 5856

页数：4

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