Bipolar Electrochemical Analysis of Chirality in Complex Media through Miniaturized Stereoselective Light-Emitting Systems
Environmentally relevant contaminants endowed with chirality may include pharmaceutical compounds, flame retardants, perfluoroalkyl chemicals, pesticides, and polychlorinated biphenyls. Despite having similar physicochemical properties, enantiomers may differ in their biochemical interactions with e...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-02-01
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| Series: | Chemosensors |
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| Online Access: | https://www.mdpi.com/2227-9040/11/2/131 |
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| author | Silvia Cauteruccio Valentina Pelliccioli Sara Grecchi Roberto Cirilli Emanuela Licandro Serena Arnaboldi |
| author_facet | Silvia Cauteruccio Valentina Pelliccioli Sara Grecchi Roberto Cirilli Emanuela Licandro Serena Arnaboldi |
| author_sort | Silvia Cauteruccio |
| collection | DOAJ |
| description | Environmentally relevant contaminants endowed with chirality may include pharmaceutical compounds, flame retardants, perfluoroalkyl chemicals, pesticides, and polychlorinated biphenyls. Despite having similar physicochemical properties, enantiomers may differ in their biochemical interactions with enzymes, receptors, and other chiral molecules leading to different biological responses. In this work, we have designed a wireless miniaturized stereoselective light-emitting system able to qualitatively detect a chiral contaminant (3,4-dihydroxyphenylalanine, DOPA) dissolved in reduced volumes (in the microliters range), through bipolar electrochemistry. The diastereomeric environment was created by mixing the enantiomers of an inherently chiral inductor endowed with helical shape (7,8-dipropyltetrathia[7]helicene) and the chiral probe (DOPA) in micro-solutions of a commercial ionic liquid. The synergy between the inductor, the applied electric field, and the chiral pollutant was transduced by the light emission produced from a miniaturized light-emitting diode (LED) exploited in such an approach as a bipolar electrode. |
| first_indexed | 2024-03-11T08:59:55Z |
| format | Article |
| id | doaj.art-62a52a9f734a4668baf3233aca2ce189 |
| institution | Directory Open Access Journal |
| issn | 2227-9040 |
| language | English |
| last_indexed | 2024-03-11T08:59:55Z |
| publishDate | 2023-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Chemosensors |
| spelling | doaj.art-62a52a9f734a4668baf3233aca2ce1892023-11-16T19:46:43ZengMDPI AGChemosensors2227-90402023-02-0111213110.3390/chemosensors11020131Bipolar Electrochemical Analysis of Chirality in Complex Media through Miniaturized Stereoselective Light-Emitting SystemsSilvia Cauteruccio0Valentina Pelliccioli1Sara Grecchi2Roberto Cirilli3Emanuela Licandro4Serena Arnaboldi5Dipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milan, ItalyDipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milan, ItalyDipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milan, ItalyCentro Nazionale per il Controllo e la Valutazione dei Farmaci, Istituto Superiore di Sanità, Viale Regina Elena, 299, 00161 Rome, ItalyDipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milan, ItalyDipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milan, ItalyEnvironmentally relevant contaminants endowed with chirality may include pharmaceutical compounds, flame retardants, perfluoroalkyl chemicals, pesticides, and polychlorinated biphenyls. Despite having similar physicochemical properties, enantiomers may differ in their biochemical interactions with enzymes, receptors, and other chiral molecules leading to different biological responses. In this work, we have designed a wireless miniaturized stereoselective light-emitting system able to qualitatively detect a chiral contaminant (3,4-dihydroxyphenylalanine, DOPA) dissolved in reduced volumes (in the microliters range), through bipolar electrochemistry. The diastereomeric environment was created by mixing the enantiomers of an inherently chiral inductor endowed with helical shape (7,8-dipropyltetrathia[7]helicene) and the chiral probe (DOPA) in micro-solutions of a commercial ionic liquid. The synergy between the inductor, the applied electric field, and the chiral pollutant was transduced by the light emission produced from a miniaturized light-emitting diode (LED) exploited in such an approach as a bipolar electrode.https://www.mdpi.com/2227-9040/11/2/131helical chiralitybipolar electrochemistrylight emitting deviceschiral contaminantsenantioselectivity |
| spellingShingle | Silvia Cauteruccio Valentina Pelliccioli Sara Grecchi Roberto Cirilli Emanuela Licandro Serena Arnaboldi Bipolar Electrochemical Analysis of Chirality in Complex Media through Miniaturized Stereoselective Light-Emitting Systems Chemosensors helical chirality bipolar electrochemistry light emitting devices chiral contaminants enantioselectivity |
| title | Bipolar Electrochemical Analysis of Chirality in Complex Media through Miniaturized Stereoselective Light-Emitting Systems |
| title_full | Bipolar Electrochemical Analysis of Chirality in Complex Media through Miniaturized Stereoselective Light-Emitting Systems |
| title_fullStr | Bipolar Electrochemical Analysis of Chirality in Complex Media through Miniaturized Stereoselective Light-Emitting Systems |
| title_full_unstemmed | Bipolar Electrochemical Analysis of Chirality in Complex Media through Miniaturized Stereoselective Light-Emitting Systems |
| title_short | Bipolar Electrochemical Analysis of Chirality in Complex Media through Miniaturized Stereoselective Light-Emitting Systems |
| title_sort | bipolar electrochemical analysis of chirality in complex media through miniaturized stereoselective light emitting systems |
| topic | helical chirality bipolar electrochemistry light emitting devices chiral contaminants enantioselectivity |
| url | https://www.mdpi.com/2227-9040/11/2/131 |
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