Chiral resolution of the enantiomers of phenylglycinol using (S)-di-naphthylprolinol calix[4]arene by capillary electrophoresis and fluorescence spectroscopy
Chiral resolution of the enantiomers of phenylglycinol using (S)-di-naphthylprolinol calix[4]arene by capillary electrophoresis and fluorescence spectroscopy
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DOI：
10.1039/a802025f
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发表时间：
1998
期刊：
影响因子：
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通讯作者：
T. Grady;T. Joyce;M. Smyth;D. Diamond;S. Harris
中科院分区：
文献类型：
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作者：
T. Grady;T. Joyce;M. Smyth;D. Diamond;S. Harris
我们之前已经通过荧光猝灭实验和Stern-Volmer图证明了四(S)-二-2-萘基脯氨酸杯[4]芳烃衍生物具有对苯乙胺和去甲麻黄碱对映体进行手性区分的能力。在本文中，我们证明了相同的化合物选择性地与苯基甘二醇的对映体相互作用，使用相同的方法。我们还表明，这种手性鉴别可以通过毛细管电泳将杯状[4]芳烃固定在毛细管壁上，从而有效地分离苯丙二醇。两种方法得到的结果表明，(R)-苯甘二醇对映体与手性杯芳烃的相互作用比(S)-对映体更强。
We have previously shown that the tetra-(S)-di-2-naphthylprolinol calix[4]arene derivative possesses the ability to provide chiral discrimination between enantiomers of phenylethylamine and norephedrine, using fluorescence quenching experiments and Stern–Volmer plots. In this paper, we demonstrate that the same compound interacts selectively with enantiomers of phenylglycinol, using the same approach. We also show that this chiral discrimination can provide efficient separation of phenylglycinol by capillary electrophoresis through the immobilisation of the calix[4]arene on the capillary wall. The results obtained by both methods suggest that the (R)-phenylglycinol enantiomer interacts more strongly with the chiral calixarene than the (S)-enantiomer.