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) (BT2T4) 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-BT2T4 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.

Enantioselective Discrimination via Wireless Chemiresistive Devices / M. Niamlaem, S. Grecchi, F. Malacarne, G. Salinas, S. Arnaboldi. - In: CHEMPLUSCHEM. - ISSN 2192-6506. - (2024), pp. 1-7. [10.1002/cplu.202400310]

Enantioselective Discrimination via Wireless Chemiresistive Devices

M. Niamlaem
Primo
;
S. Grecchi
Secondo
;
S. Arnaboldi
Ultimo
2024

Abstract

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) (BT2T4) 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-BT2T4 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.
Bipolar electrochemistry; Conductivity; Enantioselective discrimination; Inherently chiral molecules; Resistance measurements
Settore CHEM-01/A - Chimica analitica
   Cargo-towing Highly enantioselective Electro-pumps: unconventional asymmetrIc Readout and transmission of chiral information (CHEIR)
   CHEIR
   EUROPEAN COMMISSION
   101040798
2024
8-ago-2024
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/1115961
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