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 |
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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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•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.</description><identifier>ISSN: 0925-4005</identifier><identifier>EISSN: 1873-3077</identifier><identifier>DOI: 10.1016/j.snb.2021.130425</identifier><language>eng</language><publisher>Lausanne: Elsevier B.V</publisher><subject>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</subject><ispartof>Sensors and actuators. B, Chemical, 2021-11, Vol.346, p.130425, Article 130425</ispartof><rights>2021 Elsevier B.V.</rights><rights>Copyright Elsevier Science Ltd. Nov 1, 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c255t-3c9ad419d65925a91c601419002c0158b48b3ebd839af2b7ecad1c73a2d10fb53</citedby><cites>FETCH-LOGICAL-c255t-3c9ad419d65925a91c601419002c0158b48b3ebd839af2b7ecad1c73a2d10fb53</cites><orcidid>0000-0003-2051-5979 ; 0000-0001-6954-9008 ; 0000-0003-0356-9692 ; 0000-0001-6591-7141</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.snb.2021.130425$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3549,27923,27924,45994</link.rule.ids></links><search><creatorcontrib>Kaya, Hilmi Kaan</creatorcontrib><creatorcontrib>Cinar, Seda</creatorcontrib><creatorcontrib>Altundal, Gulberil</creatorcontrib><creatorcontrib>Bayramlı, Yaşar</creatorcontrib><creatorcontrib>Unaleroglu, Canan</creatorcontrib><creatorcontrib>Kuralay, Filiz</creatorcontrib><title>A novel design thia-bilane structure-based molecular imprinted electrochemical sensor for sensitive and selective dopamine determination</title><title>Sensors and actuators. 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. 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.</description><subject>Ascorbic acid</subject><subject>Biomedical materials</subject><subject>Chemical sensors</subject><subject>Column chromatography</subject><subject>Contact angle</subject><subject>Dopamine</subject><subject>Electrochemical impedance spectroscopy</subject><subject>Electrodes</subject><subject>Electropolymerization</subject><subject>Functional monomer</subject><subject>Imprinted polymers</subject><subject>Imprinting technology</subject><subject>Iodine</subject><subject>Modified electrode</subject><subject>Molecular imprinting</subject><subject>Molecular structure</subject><subject>Monomers</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Polymerization</subject><subject>Polystyrene resins</subject><subject>Selectivity</subject><subject>Sensors</subject><subject>Thia-bilane</subject><subject>Tryptophan</subject><issn>0925-4005</issn><issn>1873-3077</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9UE1rGzEQFSGBOk5_QG-CntcdSav9oCdjmqRg6KU9C600W8vsSo6kNfQf9GdXi3PuYZh5w3sjvUfIJwY7Bqz5ct4lP-w4cLZjAmou78iGda2oBLTtPdlAz2VVA8gP5DGlMwDUooEN-bunPlxxohaT--1pPjldDW7SHmnKcTF5iVgNOqGlc5jQLJOO1M2X6HwuOyyrHIM54eyMnmhCn0KkY6l1dNldkWpvC1qZK7LhomdX7lvMGMukswv-iTyMekr48b1vya_nbz8Pr9Xxx8v3w_5YGS5lroTpta1ZbxtZHOmemQZYwQDcAJPdUHeDwMF2otcjH1o02jLTCs0tg3GQYks-3-5eYnhbMGV1Dkv05UnFZceg6QVvC4vdWCaGlCKOqhiedfyjGKg1cHVWJXC1Bq5ugRfN15sGy_evDqNKxqE3aF0s1pUN7j_qfzp2i8g</recordid><startdate>20211101</startdate><enddate>20211101</enddate><creator>Kaya, Hilmi Kaan</creator><creator>Cinar, Seda</creator><creator>Altundal, Gulberil</creator><creator>Bayramlı, Yaşar</creator><creator>Unaleroglu, Canan</creator><creator>Kuralay, Filiz</creator><general>Elsevier B.V</general><general>Elsevier Science Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SP</scope><scope>7SR</scope><scope>7TB</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>FR3</scope><scope>JG9</scope><scope>L7M</scope><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></search><sort><creationdate>20211101</creationdate><title>A novel design thia-bilane structure-based molecular imprinted electrochemical sensor for sensitive and selective dopamine determination</title><author>Kaya, Hilmi Kaan ; Cinar, Seda ; Altundal, Gulberil ; Bayramlı, Yaşar ; Unaleroglu, Canan ; Kuralay, Filiz</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c255t-3c9ad419d65925a91c601419002c0158b48b3ebd839af2b7ecad1c73a2d10fb53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Ascorbic acid</topic><topic>Biomedical materials</topic><topic>Chemical sensors</topic><topic>Column chromatography</topic><topic>Contact angle</topic><topic>Dopamine</topic><topic>Electrochemical impedance spectroscopy</topic><topic>Electrodes</topic><topic>Electropolymerization</topic><topic>Functional monomer</topic><topic>Imprinted polymers</topic><topic>Imprinting technology</topic><topic>Iodine</topic><topic>Modified electrode</topic><topic>Molecular imprinting</topic><topic>Molecular structure</topic><topic>Monomers</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Polymerization</topic><topic>Polystyrene resins</topic><topic>Selectivity</topic><topic>Sensors</topic><topic>Thia-bilane</topic><topic>Tryptophan</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kaya, Hilmi Kaan</creatorcontrib><creatorcontrib>Cinar, Seda</creatorcontrib><creatorcontrib>Altundal, Gulberil</creatorcontrib><creatorcontrib>Bayramlı, Yaşar</creatorcontrib><creatorcontrib>Unaleroglu, Canan</creatorcontrib><creatorcontrib>Kuralay, Filiz</creatorcontrib><collection>CrossRef</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Sensors and actuators. B, Chemical</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kaya, Hilmi Kaan</au><au>Cinar, Seda</au><au>Altundal, Gulberil</au><au>Bayramlı, Yaşar</au><au>Unaleroglu, Canan</au><au>Kuralay, Filiz</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A novel design thia-bilane structure-based molecular imprinted electrochemical sensor for sensitive and selective dopamine determination</atitle><jtitle>Sensors and actuators. 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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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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