An organic transistor for the selective detection of a tropane alkaloid utilizing a molecularly imprinted polymer
Résumé
This study proposes a chemical sensing approach for the selective detection of a tropane alkaloid drug based on an extended-gate-type organic field-effect transistor (OFET) functionalized with a molecularly imprinted polymer (MIP). From the viewpoint of pharmaceutical chemistry, the development of versatile chemical sensors to determine the enantiomeric purity of over-the-counter (OTC) tropane drugs is important because of their side effects and different pharmacological activities depending on their chirality. To this end, we newly designed an OFET sensor with a MIP (MIP-OFET) as the recognition element for a tropane drug based on a high complementarity among a template (i.e., (S)-hyoscyamine) and functional monomers such as N-isopropylacrylamide and 2,2-dimethyl-4-pentenoic acid. Indeed, the MIP optimized by density functional theory (DFT) has succeeded in the sensitive and selective detection of (S)-hyoscyamine (as low as 1 μM) by the combination of the OFET, with highly selective recognition sites in the MIP. The MIP-OFET was further applied to determine the enantiomeric excess (ee) of commercially available (S)-hyoscyamine, and the linearity changes in the threshold voltages of the OFET corresponded to the % ee values of (S)-hyoscyamine. Overall, the validation with tropane alkaloids revealed the potential of the MIP combined with OFET as a chemical sensor chip for OTC drugs in real-world scenarios
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