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解锁手性的力量:用于对映体选择性识别的改性埃洛石纳米管的表面纳米结构

Unlocking the power of chirality: Surface nanoarchitectonics of modified halloysite nanotubes for enantioselective recognition.

作者信息

Niamlaem Malinee, Grecchi Sara, Matthayom Punjapol, Warakulwit Chompunuch, Maggioni Daniela, Arnaboldi Serena

机构信息

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

Department of Chemistry, Faculty of Science and Center for Advanced Studies in Nanotechnology for Chemical, Food, and Agricultural Industries, Kasetsart University Institute for Advanced Studies, Kasetsart University, Bangkok, 10900, Thailand.

出版信息

Talanta. 2025 Nov 1;294:128273. doi: 10.1016/j.talanta.2025.128273. Epub 2025 May 5.

DOI:10.1016/j.talanta.2025.128273
PMID:40339336
Abstract

Developing cost-effective electrode materials with high performance for enantioselective recognition is rapidly gaining attention. In this work, we harness the unique physicochemical properties of halloysite nanotubes (HNTs) as innovative electrode platforms for chiral discrimination. We functionalized HNTs with an enantiopure oligomer based on thiophene units via chemical oligomerization using FeCl as an oxidizing agent. The successful functionalization of the HNTs with the oligomer was further confirmed by both solid state C NMR and zeta potential studies (from -20.0 ± 1.5 mV to -12.4 ± 3.0 mV after modification). The resulting composite materials (oligo-(S)- and oligo-(R)- modified HNTs) demonstrated remarkable enantioselective recognition capabilities in terms of peak potential values (560-650 mV) when testing the enantiomers of DOPA, a chiral drug of pharmaceutical interest. These findings highlight the potential of HNT-based modified electrodes as a novel class of chiral electrochemical sensors, paving the way for advanced applications in enantioselective analysis.

摘要

开发具有高性能的用于对映选择性识别的经济高效电极材料正迅速受到关注。在这项工作中,我们利用埃洛石纳米管(HNTs)独特的物理化学性质作为手性识别的创新电极平台。我们通过使用FeCl作为氧化剂的化学低聚反应,用基于噻吩单元的对映纯低聚物对HNTs进行功能化。通过固态碳核磁共振和zeta电位研究(修饰后从-20.0±1.5 mV变为-12.4±3.0 mV)进一步证实了低聚物对HNTs的成功功能化。当测试具有药学意义的手性药物多巴的对映体时,所得复合材料(低聚-(S)-和低聚-(R)-修饰的HNTs)在峰电位值(560-650 mV)方面表现出显著的对映选择性识别能力。这些发现突出了基于HNT的修饰电极作为一类新型手性电化学传感器的潜力,为对映选择性分析中的先进应用铺平了道路。

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