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单手性纳米管对映异构体作为手性识别界面用于增强电化学手性分析。

Enantiomers of Single Chirality Nanotube as Chiral Recognition Interface for Enhanced Electrochemical Chiral Analysis.

机构信息

School of Chemistry and Molecular Engineering, Shanghai Key Laboratory for Urban Ecological Processes and Eco-Restoration , East China Normal University , 500 Dongchuan Road , Shanghai 200241 , People's Republic of China.

出版信息

Anal Chem. 2019 Feb 19;91(4):3015-3020. doi: 10.1021/acs.analchem.8b05336. Epub 2019 Jan 29.

DOI:10.1021/acs.analchem.8b05336
PMID:30644729
Abstract

Although separation of single-walled carbon nanotubes (SWCNTs) according to their helicity and handedness has been attracting tremendous interest recently, exploration of the left- and right-handed SWCNT enantiomers (defined as "M" and "P") to chiral sensing still remains in the early stage. Here we presented a new electrochemical sensor for chiral discrimination, which for the first time amplified the chiral selection on the electrode surface based on the left- or right-handed semiconducting SWCNT enantiomers with (6,5)-enriched chirality. The enantioselectivity was demonstrated by different peak current response to analyte enantiomers, observed in differential pulse voltammogram (DPV). Chiral distinguishing might be a result of the formation of an efficient chiral nanospace originating from the high purity of single enantiomer of (6,5) SWCNT. The obtained chiral electrodes were also applied to determine the enantiomeric excess (ee) of DOPA. There was a good linear relationship between DPV peak currents and % ee of l-DOPA. This study is the first example showing how the structure of chiral SWCNTs influences electrochemical chiral recognition.

摘要

虽然根据手性和螺旋性分离单壁碳纳米管(SWCNTs)最近引起了极大的兴趣,但对手性传感的左旋和右旋 SWCNT 对映体(定义为“M”和“P”)的探索仍处于早期阶段。在这里,我们提出了一种新的用于手性识别的电化学传感器,该传感器首次基于(6,5)富集手性的左旋或右旋半导体 SWCNT 对映体,在电极表面上放大了手性选择。在差分脉冲伏安法(DPV)中观察到对分析物对映体的不同峰电流响应,证明了对映体选择性。手性区分可能是由于形成高效手性纳米空间的结果,这是由于(6,5)SWCNT 的单一对映体的高纯度。所获得的手性电极也被用于测定 DOPA 的对映体过量(ee)。DPV 峰电流与 l-DOPA 的%ee 之间存在良好的线性关系。这项研究是第一个表明手性 SWCNTs 的结构如何影响电化学手性识别的例子。

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