Smart Chiral Sensing Platform with Alterable Enantioselectivity,Analytical Chemistry

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Smart Chiral Sensing Platform with Alterable Enantioselectivity
Analytical Chemistry ( IF 6.7 ) Pub Date : 2017-11-17 00:00:00 , DOI: 10.1021/acs.analchem.7b03783
Yin Yu ₁ , Yongxin Tao ₁ , Baozhu Yang ₁ , Datong Wu ₁ , Yong Qin ₁ , Yong Kong ₁

Affiliation

A quinine (QN)-based chiral sensing platform with alterable enantioselectivity is constructed for electrochemical chiral recognition of tryptophan (Trp) isomers. The electrochemical signals of l- and d-Trp on the QN modified electrode depend closely on temperature, and more particularly are reversed at certain temperatures, which could be attributed to the temperature-sensitive H-bonds and π–π interactions between QN and the Trp isomers. The mechanisms of the reverse chiral recognition are investigated by density functional theory (DFT), variable-temperature UV spectra, and variable-temperature ¹H NMR spectra. In addition, the chiral recognition is highly specific to the isomers of Trp compared with other chiral amino acids. This study is the first example showing how temperature influences the reverse recognition of electrochemical chiral interfaces.

中文翻译：

具有可变对映选择性的智能手性传感平台

构建具有可变对映选择性的基于奎宁（QN）的手性传感平台，用于色氨酸（Trp）异构体的电化学手性识别。QN修饰电极上l-和d -Trp的电化学信号与温度密切相关，尤其是在某些温度下会发生逆转，这可能归因于温度敏感的H键和QN与电极之间的π-π相互作用。 Trp异构体。通过密度泛函理论（DFT），温度可变的UV光谱和温度可变的¹研究了手性逆向识别的机理1 H NMR谱。另外，与其他手性氨基酸相比，手性识别对Trp的异构体具有高度特异性。这项研究是第一个显示温度如何影响电化学手性界面逆向识别的例子。

更新日期：2017-11-19

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