A novel design thia-bilane structure-based molecular imprinted electrochemical sensor for sensitive and selective dopamine determination

[Display omitted] •A novel thia-bilane-based imprinting dopamine electro-sensor was constructed.•Specific functional monomer was designed for template molecule.•Selective and reproducible detection strategy was proposed.•Sensitive determination was achieved with a LOD in nanomolar range. Synthesis o...

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Veröffentlicht in:Sensors and actuators. B, Chemical Chemical, 2021-11, Vol.346, p.130425, Article 130425
Hauptverfasser: Kaya, Hilmi Kaan, Cinar, Seda, Altundal, Gulberil, Bayramlı, Yaşar, Unaleroglu, Canan, Kuralay, Filiz
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container_start_page 130425
container_title Sensors and actuators. B, Chemical
container_volume 346
creator Kaya, Hilmi Kaan
Cinar, Seda
Altundal, Gulberil
Bayramlı, Yaşar
Unaleroglu, Canan
Kuralay, Filiz
description [Display omitted] •A novel thia-bilane-based imprinting dopamine electro-sensor was constructed.•Specific functional monomer was designed for template molecule.•Selective and reproducible detection strategy was proposed.•Sensitive determination was achieved with a LOD in nanomolar range. Synthesis of specific and functional novel monomers for molecular imprinting-based vital biomedical applications has attracted great attention. In the current study, organic synthesis of a new functional thia-bilane structure (S-BIL) and the sensor performance of electrochemically formed molecular imprinted polymer (pS-BIL MIP) deposited on pencil graphite electrode (PeGE) were demonstrated. The synthesis of monomer S-BIL was carried out by the addition reaction of tripyrrane 1 to nitrovinyl thiophene 2 in the presence of molecular iodine. The resulting monomer was purified by using flash column chromatography and characterized by 1H NMR, 13C NMR and HRMS techniques. Afterwards, dopamine (DA) was embedded into the polymeric structure during the facile electropolymerization of the S-BIL monomer. Methods such as cyclic voltammetry (CV), electrochemical impedance spectroscopy (EIS), scanning electron microscopy (SEM) and contact angle measurement were used for the characterization of the MIP electrode. Under the optimal conditions, pS-BIL MIP electrode showed a very good linearity for dopamine in the concentration range of 0.05 μM to 250 μM and a low limit of detection (LOD), 20 nM (n = 3). These results were compared with the response of the non-imprinted polymer modified electrode (NIP) and unmodified electrode. Prominent throughputs were accomplished with the pS-BIL MIP PeGE. The MIP electrode was tested in the presence of various interferents such as urea, tryptophan, ascorbic acid and glucose. This specifically designed monomer for electrochemical molecular imprinting technology contributes to outstanding sensor performances including high sensitivity and selectivity, good stability, reproducibility and robustness.
doi_str_mv 10.1016/j.snb.2021.130425
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Synthesis of specific and functional novel monomers for molecular imprinting-based vital biomedical applications has attracted great attention. In the current study, organic synthesis of a new functional thia-bilane structure (S-BIL) and the sensor performance of electrochemically formed molecular imprinted polymer (pS-BIL MIP) deposited on pencil graphite electrode (PeGE) were demonstrated. The synthesis of monomer S-BIL was carried out by the addition reaction of tripyrrane 1 to nitrovinyl thiophene 2 in the presence of molecular iodine. The resulting monomer was purified by using flash column chromatography and characterized by 1H NMR, 13C NMR and HRMS techniques. Afterwards, dopamine (DA) was embedded into the polymeric structure during the facile electropolymerization of the S-BIL monomer. Methods such as cyclic voltammetry (CV), electrochemical impedance spectroscopy (EIS), scanning electron microscopy (SEM) and contact angle measurement were used for the characterization of the MIP electrode. Under the optimal conditions, pS-BIL MIP electrode showed a very good linearity for dopamine in the concentration range of 0.05 μM to 250 μM and a low limit of detection (LOD), 20 nM (n = 3). These results were compared with the response of the non-imprinted polymer modified electrode (NIP) and unmodified electrode. Prominent throughputs were accomplished with the pS-BIL MIP PeGE. The MIP electrode was tested in the presence of various interferents such as urea, tryptophan, ascorbic acid and glucose. 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B, Chemical</title><description>[Display omitted] •A novel thia-bilane-based imprinting dopamine electro-sensor was constructed.•Specific functional monomer was designed for template molecule.•Selective and reproducible detection strategy was proposed.•Sensitive determination was achieved with a LOD in nanomolar range. Synthesis of specific and functional novel monomers for molecular imprinting-based vital biomedical applications has attracted great attention. In the current study, organic synthesis of a new functional thia-bilane structure (S-BIL) and the sensor performance of electrochemically formed molecular imprinted polymer (pS-BIL MIP) deposited on pencil graphite electrode (PeGE) were demonstrated. The synthesis of monomer S-BIL was carried out by the addition reaction of tripyrrane 1 to nitrovinyl thiophene 2 in the presence of molecular iodine. The resulting monomer was purified by using flash column chromatography and characterized by 1H NMR, 13C NMR and HRMS techniques. 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B, Chemical</jtitle><date>2021-11-01</date><risdate>2021</risdate><volume>346</volume><spage>130425</spage><pages>130425-</pages><artnum>130425</artnum><issn>0925-4005</issn><eissn>1873-3077</eissn><abstract>[Display omitted] •A novel thia-bilane-based imprinting dopamine electro-sensor was constructed.•Specific functional monomer was designed for template molecule.•Selective and reproducible detection strategy was proposed.•Sensitive determination was achieved with a LOD in nanomolar range. Synthesis of specific and functional novel monomers for molecular imprinting-based vital biomedical applications has attracted great attention. In the current study, organic synthesis of a new functional thia-bilane structure (S-BIL) and the sensor performance of electrochemically formed molecular imprinted polymer (pS-BIL MIP) deposited on pencil graphite electrode (PeGE) were demonstrated. The synthesis of monomer S-BIL was carried out by the addition reaction of tripyrrane 1 to nitrovinyl thiophene 2 in the presence of molecular iodine. The resulting monomer was purified by using flash column chromatography and characterized by 1H NMR, 13C NMR and HRMS techniques. Afterwards, dopamine (DA) was embedded into the polymeric structure during the facile electropolymerization of the S-BIL monomer. Methods such as cyclic voltammetry (CV), electrochemical impedance spectroscopy (EIS), scanning electron microscopy (SEM) and contact angle measurement were used for the characterization of the MIP electrode. Under the optimal conditions, pS-BIL MIP electrode showed a very good linearity for dopamine in the concentration range of 0.05 μM to 250 μM and a low limit of detection (LOD), 20 nM (n = 3). These results were compared with the response of the non-imprinted polymer modified electrode (NIP) and unmodified electrode. Prominent throughputs were accomplished with the pS-BIL MIP PeGE. The MIP electrode was tested in the presence of various interferents such as urea, tryptophan, ascorbic acid and glucose. This specifically designed monomer for electrochemical molecular imprinting technology contributes to outstanding sensor performances including high sensitivity and selectivity, good stability, reproducibility and robustness.</abstract><cop>Lausanne</cop><pub>Elsevier B.V</pub><doi>10.1016/j.snb.2021.130425</doi><orcidid>https://orcid.org/0000-0003-2051-5979</orcidid><orcidid>https://orcid.org/0000-0001-6954-9008</orcidid><orcidid>https://orcid.org/0000-0003-0356-9692</orcidid><orcidid>https://orcid.org/0000-0001-6591-7141</orcidid></addata></record>
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source ScienceDirect Journals (5 years ago - present)
subjects Ascorbic acid
Biomedical materials
Chemical sensors
Column chromatography
Contact angle
Dopamine
Electrochemical impedance spectroscopy
Electrodes
Electropolymerization
Functional monomer
Imprinted polymers
Imprinting technology
Iodine
Modified electrode
Molecular imprinting
Molecular structure
Monomers
NMR
Nuclear magnetic resonance
Polymerization
Polystyrene resins
Selectivity
Sensors
Thia-bilane
Tryptophan
title A novel design thia-bilane structure-based molecular imprinted electrochemical sensor for sensitive and selective dopamine determination
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