Niamlaem Malinee, Grecchi Sara, Malacarne Filippo, Salinas Gerardo, Arnaboldi Serena
Department of Chemistry, Università degli Studi di Milano, Via Golgi 19, 20133, Milano, Italy.
University of Bordeaux, CNRS, Bordeaux INP, ISM, UMR 5255, F-33607, Pessac, France.
Chempluschem. 2024 Dec;89(12):e202400310. doi: 10.1002/cplu.202400310. Epub 2024 Oct 3.
Developing chemiresistive devices for the wireless detection of complex analytes has gained considerable interest. In particular, the enantioselective recognition of chiral molecules is still a challenge. Here, we design a hybrid chemiresistive device for the wireless enantioselective discrimination of chiral analytes by combining the enantiorecognition capabilities of an inherently chiral oligomer, that is, oligo-(3,3'-dibenzothiophene) (BTT) and the insulating/conducting transition of polypyrrole (Ppy). The device is obtained by modifying each extremity of an interdigitated electrode (IDE) with Ppy on the interdigitated area and oligo-BTT on the connection pads. Due to the asymmetric electroactivity triggered by bipolar electrochemistry, the wireless enantioselective discrimination of both enantiomers of tryptophan and DOPA was achieved. A difference in the onset resistance values was obtained for both enantiomers due to a favorable or unfavorable diastereomeric interaction between the inherently chiral oligomer and the antipode of the chiral molecule. Interestingly, such a device showed a wide quantification range, from μM to mM levels. This work opens up new alternatives to designing advanced wireless devices in enantiorecognition.
开发用于复杂分析物无线检测的化学电阻器件已引起了广泛关注。特别是，手性分子的对映选择性识别仍然是一项挑战。在此，我们通过结合固有手性低聚物（即寡聚（3,3'-二苯并噻吩）（BTT））的对映体识别能力和聚吡咯（Ppy）的绝缘/导电转变，设计了一种用于手性分析物无线对映选择性识别的混合化学电阻器件。该器件是通过在叉指电极（IDE）的叉指区域用Ppy修饰，在连接焊盘上用寡聚BTT修饰而获得的。由于双极电化学引发的不对称电活性，实现了色氨酸和多巴两种对映体的无线对映选择性识别。由于固有手性低聚物与手性分子对映体之间有利或不利的非对映体相互作用，两种对映体的起始电阻值存在差异。有趣的是，这种器件显示出从μM到mM水平的宽定量范围。这项工作为设计对映体识别方面的先进无线设备开辟了新的途径。
