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手性物质的混合无线电化学致动器的绝对手性识别。

Absolute Chiral Recognition with Hybrid Wireless Electrochemical Actuators.

机构信息

Univ. Bordeaux, CNRS UMR 5255, Bordeaux INP, ENSCBP, 16 avenue Pey Berland, 33607 Pessac, France.

Dipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, Italy.

出版信息

Anal Chem. 2020 Jul 21;92(14):10042-10047. doi: 10.1021/acs.analchem.0c01817. Epub 2020 Jul 6.

DOI:10.1021/acs.analchem.0c01817
PMID:32551513
Abstract

Chiral discrimination is of crucial importance for many applications, including drug cross checking and electronic tongue-type devices. In a typical sensing scheme, an enantiomeric selector is combined with an appropriate transduction mechanism. We propose here a hybrid material composed of an electrically conducting oligomer i.e. oligo-(3,3'-dibenzothiophene) bearing inherently chiral features and polypyrrole as a support, which can undergo electrochemical actuation. The combination of both leads to a freestanding film that is addressable in a wireless way based on the principle of bipolar electrochemistry. The induced redox reactions lead to well-pronounced actuation when DOPA with the right chirality is present in solution as a model analyte, whereas absolutely no electromechanical response is measured for the wrong enantiomer. This constitutes a straightforward and absolute read out of chiral information where the amplitude of actuation is correlated with the concentration of the analyte. Optimization of the scheme results in highly efficient bending and thus opens up new directions in the field of chiral technologies.

摘要

手性识别对于许多应用至关重要,包括药物交叉检查和电子舌型设备。在典型的传感方案中,手性选择器与适当的换能机制相结合。我们在这里提出了一种混合材料,由具有固有手性特征的导电低聚物(即聚(3,3'-二苯并噻吩))和聚吡咯作为支撑物组成,它可以进行电化学致动。这种结合导致形成一种自支撑膜,基于双极电化学原理可以无线寻址。当溶液中存在具有正确手性的多巴作为模型分析物时,所诱导的氧化还原反应会导致明显的致动,而对于错误的对映异构体则完全没有机电响应。这构成了对手性信息的直接和绝对读取,其中致动的幅度与分析物的浓度相关。该方案的优化导致了高效的弯曲,从而为手性技术领域开辟了新的方向。

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