Enhancing biosensor properties of conducting polymers via copolymerization: Synthesis of EDOT-substituted bis(2-pyridylimino)isoindolato-palladium complex and electrochemical sensing of glucose by its copolymerized film
1,3-Bis(2-pyridylimino)isoindoline derivative bearing 3,4-ethylenedioxythiophene (EDOT-BPI) and its palladium complex (EDOT-PdBPI) were synthesized and characterized by FT-IR, 1H NMR, 13C NMR, UV–Vis spectroscopies and via mass spectrometric analysis. Polymerization of EDOT-PdBPI and copolymerizatio...
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description | 1,3-Bis(2-pyridylimino)isoindoline derivative bearing 3,4-ethylenedioxythiophene (EDOT-BPI) and its palladium complex (EDOT-PdBPI) were synthesized and characterized by FT-IR, 1H NMR, 13C NMR, UV–Vis spectroscopies and via mass spectrometric analysis. Polymerization of EDOT-PdBPI and copolymerization with 4-amino-N-(2,5-di(thiophene-2-yl)-1H-pyrrol-1-yl)benzamide (HKCN) were carried out by an electrochemical method. In addition, P(EDOT-PdBPI-co-HKCN) modified graphite rod electrode was improved for amperometric glucose sensor based on glucose oxidase (GOx). In this novel biosensor matrix, amino groups in HKCN were used for the enzyme immobilization. On the other hand, EDOT-PdBPI used to mediate the bioelectrocatalytic reaction. Amperometric detection was carried out following oxygen consumption at −0.7V vs. the Ag reference electrode in phosphate buffer (50mM, pH 6.0). The novel biosensor showed a linear amperometric response for glucose within a concentration range of 0.25mM to 2.5mM (LOD: 0.176mM). Amperometric signals at 1mM of glucose were 17.9μA under anaerobic conditions. Amperometric response of the P(EDOT-PdBPI-co-HKCN)/GOx electrode decreased only by 13% within eight weeks. The P(EDOT-PdBPI-co-HKCN)/GOx electrode showed good selectivity in the presence of ethanol and phenol. This result shows that, modification of the proposed biosensor by copolymerization of amine functionalized monomer, which is indispensable to the enzyme immobilization, with palladium complex bearing monomer, which is mediate the bioelectrocatalytic reaction, have provided to give perfect response to different glucose concentrations.
[Display omitted]
•Palladium complex of BPI bearing electropolymerizable substituent was synthesized.•Electrochemical copolymerization of palladium complex was performed.•It is shown that, biosensor properties can be improved via copolymerization. |
doi_str_mv | 10.1016/j.bios.2016.08.020 |
format | Article |
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[Display omitted]
•Palladium complex of BPI bearing electropolymerizable substituent was synthesized.•Electrochemical copolymerization of palladium complex was performed.•It is shown that, biosensor properties can be improved via copolymerization.</description><identifier>ISSN: 0956-5663</identifier><identifier>EISSN: 1873-4235</identifier><identifier>DOI: 10.1016/j.bios.2016.08.020</identifier><identifier>PMID: 27522481</identifier><language>eng</language><publisher>England: Elsevier B.V</publisher><subject>1,3-bis(2-pyridylimino)isoindoline ; Aspergillus - enzymology ; Biosensing Techniques - methods ; Biosensors ; Carbonated Beverages - analysis ; Conducting polymer ; Coordination Complexes - chemical synthesis ; Coordination Complexes - chemistry ; Copolymerization ; Electric Conductivity ; Electrical measurements ; Electrochemical Techniques - methods ; Electrodes ; Electropolymerization ; Enzymes, Immobilized - chemistry ; Fruit and Vegetable Juices - analysis ; Glucose ; Glucose - analysis ; Glucose biosensors ; Glucose Oxidase - chemistry ; Immobilization ; Models, Molecular ; Monomers ; Nuclear magnetic resonance ; Palladium ; Palladium - chemistry ; Polymerization ; Thiophenes - chemical synthesis ; Thiophenes - chemistry</subject><ispartof>Biosensors & bioelectronics, 2017-01, Vol.87, p.81-88</ispartof><rights>2016 Elsevier B.V.</rights><rights>Copyright © 2016 Elsevier B.V. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c488t-cae8338d6321f534bb0df863289036a6f57891a2a0a6500f085c5314a8929a743</citedby><cites>FETCH-LOGICAL-c488t-cae8338d6321f534bb0df863289036a6f57891a2a0a6500f085c5314a8929a743</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bios.2016.08.020$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27522481$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tekbaşoğlu, Tuğçe Yazıcı</creatorcontrib><creatorcontrib>Soganci, Tugba</creatorcontrib><creatorcontrib>Ak, Metin</creatorcontrib><creatorcontrib>Koca, Atıf</creatorcontrib><creatorcontrib>Şener, M. Kasım</creatorcontrib><title>Enhancing biosensor properties of conducting polymers via copolymerization: Synthesis of EDOT-substituted bis(2-pyridylimino)isoindolato-palladium complex and electrochemical sensing of glucose by its copolymerized film</title><title>Biosensors & bioelectronics</title><addtitle>Biosens Bioelectron</addtitle><description>1,3-Bis(2-pyridylimino)isoindoline derivative bearing 3,4-ethylenedioxythiophene (EDOT-BPI) and its palladium complex (EDOT-PdBPI) were synthesized and characterized by FT-IR, 1H NMR, 13C NMR, UV–Vis spectroscopies and via mass spectrometric analysis. Polymerization of EDOT-PdBPI and copolymerization with 4-amino-N-(2,5-di(thiophene-2-yl)-1H-pyrrol-1-yl)benzamide (HKCN) were carried out by an electrochemical method. In addition, P(EDOT-PdBPI-co-HKCN) modified graphite rod electrode was improved for amperometric glucose sensor based on glucose oxidase (GOx). In this novel biosensor matrix, amino groups in HKCN were used for the enzyme immobilization. On the other hand, EDOT-PdBPI used to mediate the bioelectrocatalytic reaction. Amperometric detection was carried out following oxygen consumption at −0.7V vs. the Ag reference electrode in phosphate buffer (50mM, pH 6.0). The novel biosensor showed a linear amperometric response for glucose within a concentration range of 0.25mM to 2.5mM (LOD: 0.176mM). Amperometric signals at 1mM of glucose were 17.9μA under anaerobic conditions. Amperometric response of the P(EDOT-PdBPI-co-HKCN)/GOx electrode decreased only by 13% within eight weeks. The P(EDOT-PdBPI-co-HKCN)/GOx electrode showed good selectivity in the presence of ethanol and phenol. This result shows that, modification of the proposed biosensor by copolymerization of amine functionalized monomer, which is indispensable to the enzyme immobilization, with palladium complex bearing monomer, which is mediate the bioelectrocatalytic reaction, have provided to give perfect response to different glucose concentrations.
[Display omitted]
•Palladium complex of BPI bearing electropolymerizable substituent was synthesized.•Electrochemical copolymerization of palladium complex was performed.•It is shown that, biosensor properties can be improved via copolymerization.</description><subject>1,3-bis(2-pyridylimino)isoindoline</subject><subject>Aspergillus - enzymology</subject><subject>Biosensing Techniques - methods</subject><subject>Biosensors</subject><subject>Carbonated Beverages - analysis</subject><subject>Conducting polymer</subject><subject>Coordination Complexes - chemical synthesis</subject><subject>Coordination Complexes - chemistry</subject><subject>Copolymerization</subject><subject>Electric Conductivity</subject><subject>Electrical measurements</subject><subject>Electrochemical Techniques - methods</subject><subject>Electrodes</subject><subject>Electropolymerization</subject><subject>Enzymes, Immobilized - chemistry</subject><subject>Fruit and Vegetable Juices - analysis</subject><subject>Glucose</subject><subject>Glucose - analysis</subject><subject>Glucose biosensors</subject><subject>Glucose Oxidase - chemistry</subject><subject>Immobilization</subject><subject>Models, Molecular</subject><subject>Monomers</subject><subject>Nuclear magnetic resonance</subject><subject>Palladium</subject><subject>Palladium - chemistry</subject><subject>Polymerization</subject><subject>Thiophenes - chemical synthesis</subject><subject>Thiophenes - chemistry</subject><issn>0956-5663</issn><issn>1873-4235</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNUk1v1DAQjRCILoU_wAHlWA5ZxnacOIhLVZYPqVIPlLPlOE53VokdbKci_FX-DA67IE6oJ3us9948z7wse0lgS4BUbw7bFl3Y0nTfgtgChUfZhoiaFSVl_HG2gYZXBa8qdpY9C-EAADVp4Gl2RmtOaSnIJvu5s3tlNdq7fBUzNjifT95Nxkc0IXd9rp3tZh1XyOSGZTQ-5Peo0vupxB8qorNv8y-LjXsT8Ddt9_7mtghzGyLGOZou6YcLWkyLx24ZcETrXmNwaDs3qOiKSQ2D6nAek_A4DeZ7rmyXm8Ho6J3emxG1GvLV4eokNbgbZp0c5-2SYwz_2knNehzG59mTXg3BvDid59nXD7vbq0_F9c3Hz1eX14UuhYiFVkYwJrqKUdJzVrYtdL1IlWiAVarqeS0aoqgCVXGAHgTXnJFSiYY2qi7ZeXZx1E1z-zabEOWIQZv0HWvcHCQRVclrqAQ8AMqhFrSBh0DLknFIPhOUHqHauxC86eXkcVR-kQTkGhV5kOt25RoVCUKmqCTSq5P-3I6m-0v5k40EeHcEmDS7ezReBo3GatOhT0uRncP_6f8CAELVfQ</recordid><startdate>20170115</startdate><enddate>20170115</enddate><creator>Tekbaşoğlu, Tuğçe Yazıcı</creator><creator>Soganci, Tugba</creator><creator>Ak, Metin</creator><creator>Koca, Atıf</creator><creator>Şener, M. Kasım</creator><general>Elsevier B.V</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7SP</scope><scope>7U5</scope><scope>L7M</scope></search><sort><creationdate>20170115</creationdate><title>Enhancing biosensor properties of conducting polymers via copolymerization: Synthesis of EDOT-substituted bis(2-pyridylimino)isoindolato-palladium complex and electrochemical sensing of glucose by its copolymerized film</title><author>Tekbaşoğlu, Tuğçe Yazıcı ; Soganci, Tugba ; Ak, Metin ; Koca, Atıf ; Şener, M. Kasım</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c488t-cae8338d6321f534bb0df863289036a6f57891a2a0a6500f085c5314a8929a743</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>1,3-bis(2-pyridylimino)isoindoline</topic><topic>Aspergillus - enzymology</topic><topic>Biosensing Techniques - methods</topic><topic>Biosensors</topic><topic>Carbonated Beverages - analysis</topic><topic>Conducting polymer</topic><topic>Coordination Complexes - chemical synthesis</topic><topic>Coordination Complexes - chemistry</topic><topic>Copolymerization</topic><topic>Electric Conductivity</topic><topic>Electrical measurements</topic><topic>Electrochemical Techniques - methods</topic><topic>Electrodes</topic><topic>Electropolymerization</topic><topic>Enzymes, Immobilized - chemistry</topic><topic>Fruit and Vegetable Juices - analysis</topic><topic>Glucose</topic><topic>Glucose - analysis</topic><topic>Glucose biosensors</topic><topic>Glucose Oxidase - chemistry</topic><topic>Immobilization</topic><topic>Models, Molecular</topic><topic>Monomers</topic><topic>Nuclear magnetic resonance</topic><topic>Palladium</topic><topic>Palladium - chemistry</topic><topic>Polymerization</topic><topic>Thiophenes - chemical synthesis</topic><topic>Thiophenes - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tekbaşoğlu, Tuğçe Yazıcı</creatorcontrib><creatorcontrib>Soganci, Tugba</creatorcontrib><creatorcontrib>Ak, Metin</creatorcontrib><creatorcontrib>Koca, Atıf</creatorcontrib><creatorcontrib>Şener, M. Kasım</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Electronics & Communications Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Biosensors & bioelectronics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tekbaşoğlu, Tuğçe Yazıcı</au><au>Soganci, Tugba</au><au>Ak, Metin</au><au>Koca, Atıf</au><au>Şener, M. Kasım</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enhancing biosensor properties of conducting polymers via copolymerization: Synthesis of EDOT-substituted bis(2-pyridylimino)isoindolato-palladium complex and electrochemical sensing of glucose by its copolymerized film</atitle><jtitle>Biosensors & bioelectronics</jtitle><addtitle>Biosens Bioelectron</addtitle><date>2017-01-15</date><risdate>2017</risdate><volume>87</volume><spage>81</spage><epage>88</epage><pages>81-88</pages><issn>0956-5663</issn><eissn>1873-4235</eissn><abstract>1,3-Bis(2-pyridylimino)isoindoline derivative bearing 3,4-ethylenedioxythiophene (EDOT-BPI) and its palladium complex (EDOT-PdBPI) were synthesized and characterized by FT-IR, 1H NMR, 13C NMR, UV–Vis spectroscopies and via mass spectrometric analysis. Polymerization of EDOT-PdBPI and copolymerization with 4-amino-N-(2,5-di(thiophene-2-yl)-1H-pyrrol-1-yl)benzamide (HKCN) were carried out by an electrochemical method. In addition, P(EDOT-PdBPI-co-HKCN) modified graphite rod electrode was improved for amperometric glucose sensor based on glucose oxidase (GOx). In this novel biosensor matrix, amino groups in HKCN were used for the enzyme immobilization. On the other hand, EDOT-PdBPI used to mediate the bioelectrocatalytic reaction. Amperometric detection was carried out following oxygen consumption at −0.7V vs. the Ag reference electrode in phosphate buffer (50mM, pH 6.0). The novel biosensor showed a linear amperometric response for glucose within a concentration range of 0.25mM to 2.5mM (LOD: 0.176mM). Amperometric signals at 1mM of glucose were 17.9μA under anaerobic conditions. Amperometric response of the P(EDOT-PdBPI-co-HKCN)/GOx electrode decreased only by 13% within eight weeks. The P(EDOT-PdBPI-co-HKCN)/GOx electrode showed good selectivity in the presence of ethanol and phenol. This result shows that, modification of the proposed biosensor by copolymerization of amine functionalized monomer, which is indispensable to the enzyme immobilization, with palladium complex bearing monomer, which is mediate the bioelectrocatalytic reaction, have provided to give perfect response to different glucose concentrations.
[Display omitted]
•Palladium complex of BPI bearing electropolymerizable substituent was synthesized.•Electrochemical copolymerization of palladium complex was performed.•It is shown that, biosensor properties can be improved via copolymerization.</abstract><cop>England</cop><pub>Elsevier B.V</pub><pmid>27522481</pmid><doi>10.1016/j.bios.2016.08.020</doi><tpages>8</tpages></addata></record> |
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subjects | 1,3-bis(2-pyridylimino)isoindoline Aspergillus - enzymology Biosensing Techniques - methods Biosensors Carbonated Beverages - analysis Conducting polymer Coordination Complexes - chemical synthesis Coordination Complexes - chemistry Copolymerization Electric Conductivity Electrical measurements Electrochemical Techniques - methods Electrodes Electropolymerization Enzymes, Immobilized - chemistry Fruit and Vegetable Juices - analysis Glucose Glucose - analysis Glucose biosensors Glucose Oxidase - chemistry Immobilization Models, Molecular Monomers Nuclear magnetic resonance Palladium Palladium - chemistry Polymerization Thiophenes - chemical synthesis Thiophenes - chemistry |
title | Enhancing biosensor properties of conducting polymers via copolymerization: Synthesis of EDOT-substituted bis(2-pyridylimino)isoindolato-palladium complex and electrochemical sensing of glucose by its copolymerized film |
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