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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Veröffentlicht in:Biosensors & bioelectronics 2017-01, Vol.87, p.81-88
Hauptverfasser: Tekbaşoğlu, Tuğçe Yazıcı, Soganci, Tugba, Ak, Metin, Koca, Atıf, Şener, M. Kasım
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Soganci, Tugba
Ak, Metin
Koca, Atıf
Şener, M. Kasım
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
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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. 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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 &amp; 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. 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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 &amp; 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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