Irreversible transformation of polypyrrole-bound viologen with two-electron reduction in acidic aqueous solutions

Komura, Teruhisa; Yamaguchi, Takahiro; Furuta, Kazumu; Sirono, K

doi:10.1016/s0022-0728(02)01155-5

Cited by 17 publications

(7 citation statements)

References 26 publications

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“…/V°) respectively. These results are similar to electrochemical response of viologen generally observed . Biotinylated ferrocene ( 4 ) presents one reversible redox system at 0.2 V assigned to the redox couple Fe 3+ /Fe 2+ (Figure , dashed line).…”

Section: Resultssupporting

confidence: 86%

Streptavidin‐polypyrrole Film as Platform for Biotinylated Redox Probe Immobilization for Electrochemical Immunosensor Application

et al. 2016

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1IntroductionElectrochemical immunosensors have proved to be promising devices in several fields such as clinical [1],p harmaceuticala pplications and environmental control [ 2]. Indeed,t hey had many advantages,s uch as robustness, low cost, high sensitivity and portability.T heir construction and use are very simple and allow detection of as mall scale (low volume, concentration, small surface …). Immunosensors are generally constructed by initially antibodies immobilization on an electrode surface,w hich is then allowed to interact with its specific antigen. As antibody and antigen are intrinsically unable to act as redox partners,d ifferent strategies are used to convertt he immunoreactioni nto electrochemical transduction event [3].T he mostp opular are the use of redox reactionf rom either al abeled secondary antibody by redox markers [4] or enzyme able to provide redox products upon enzymatic reaction such as peroxidases [5].A ddition of redox reagent such as K 4 Fe(CN) 6 /K 3 Fe(CN) 6 in the solutionw as also performed to follow the antigen/antibodies complex formation [6].T his provides ac urrent proportional to the analytec oncentration. However, other electrochemical transduction approaches without labelingb iomolecules were performed, such as using carbon nanotubes [7], nanoparticles [8] and conducting polymers [9,10].Electrochemical immunosensors based on conducting polymer are alreadyp rovided to be interesting analytical devices able to followt he complex antigen/antibody formation in real time.I ndeed, the electronics tructure of polymer layer is sensitive to any modifications of the backbone conjugation and the conformation related to ab iological interaction [11].M oreoverc onductingp olymers exhibit an ability to provide as uitable interface for anchoringa ntibodies onto electrode surface without alteration of their biological activities [12].A mong of conducting polymers used in sensing applications,polypyrrole (Ppy) has been well studied due to its biocompatibility, high hydrophilic charactera nd high stabilityi nw ater. However the polymerl ayers impose diffusion barriers,i n particular for large biomolecules,s uch as proteins,r esult-Abstract:Aplatform for constructiono fm ulti-array electrochemical immunosensors was developed in which the measurementc ould be performed by varioust argets dependingo nt he potential ranges of electrochemicald etection. This was demonstrated by the immobilization of biotinylated redox molecules such as viologena nd ferrocene, on modified polypyrrole-streptavidin film. Thep olypyrrole film was modified by streptavidin layer, which serves for botht he attachment of biotinylatedr edox marker and biotinylated antibody.S uch biologicallym odified surface exhibits variation of electrochemicalr esponse of redox molecule at various potential ranges after antibody/antigen interaction.T he measuremento fr edox signal of viologen and ferrocene was analyzedb yd ifferential pulse voltammetry (DPV) methoda nd underlines avariation of redox properties upon the antigen inter...

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Section: Resultssupporting

confidence: 86%

Streptavidin‐polypyrrole Film as Platform for Biotinylated Redox Probe Immobilization for Electrochemical Immunosensor Application

et al. 2016

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“…Figure 1(a) exhibited one anodic peak at 0.2 V in reverse scan, assigned to the electrochemical reaction: Fe 3+ + e -= Fe 2+ . These redox properties were typically of ferrocene [16,17]. The DPV curve of Fc Biotpresented the same anodic wave at 0.2 V as observed in CV curve (Fig.…”

Section: Structure Determination Of Fc Biot Compoundsupporting

confidence: 70%

Synthesis of Biotinylated Ferrocene, and Its Application as a Redox Probe for Electrochemical Immunosensor

Anh¹

2018

JST

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The coupling compound of Biotin (Vitamin H) and redox molecule ferrocene through covalent bonding was studied. Synthesis and structure identification of Biotinylated 1 -(-2-aminoethyl) ferrocene were performed by 1 H-NMR, 13 C-NMR and MS. The ultimate goal of this paper is to develop derivatives of ferroceneservingas an electrochemical probe that would enhance the performance of immunosensor.An immunosensor based on polypyrrole-streptavidin layer as platform for immobilization of biotinylatedferrocene and antibodies was developed. The measurement of redox signal of ferrocene was analyzed by differential pulse voltammetry (DPV) method and underlined a variation of redox properties upon the antigen interaction. The introduction of the redox biotinylatedferrocene into streptavidin-polypyrrole layer affords a good sensitivity of the biosensor with a detection limit of 0.16 pg.mL -1 .

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“…For other kinds of electrode materials there have been several articles describing the immobilization of this redox system, utilizing different techniques such as self-assembly, 27,28 Langmuir-Blodgett assembly, 29 and electropolymerization. 30 However, to our knowledge, this is the first report on the simple fabrication of viologen-functionalized electrodes in the area of electrochemically assisted grafting of carbon surfaces. 31 We selected viologen as our target molecule due to its convenient detection in the immobilized layer by electroanalytical and spectroscopic techniques, in addition to its potential applications in surface-confined molecular shuttles or switchable nano-structures and electrocatalysis.…”

Section: Introductionmentioning

confidence: 93%

“…The decline in activity is presumably due to the fact that the neutral quinoic-like structure of the fully reduced viologen reacts slowly with protons and residual water. 30 If the electrode is left at a potential of À2 V SCE (B À1.1 V below the second redox process) for 300 s, the electroactivity is lost completely. However, the electrodes are still blocked, as shown by their strong inhibition of the redox process of a ferrocene solution in cyclic voltammetry.…”

Section: Cyclic Voltammetrymentioning

confidence: 99%

Nucleophilic and electrophilic displacements on covalently modified carbon: introducing 4,4′-bipyridinium on grafted glassy carbon electrodes

et al. 2005

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Irreversible transformation of polypyrrole-bound viologen with two-electron reduction in acidic aqueous solutions

Cited by 17 publications

References 26 publications

Streptavidin‐polypyrrole Film as Platform for Biotinylated Redox Probe Immobilization for Electrochemical Immunosensor Application

Streptavidin‐polypyrrole Film as Platform for Biotinylated Redox Probe Immobilization for Electrochemical Immunosensor Application

Synthesis of Biotinylated Ferrocene, and Its Application as a Redox Probe for Electrochemical Immunosensor

Nucleophilic and electrophilic displacements on covalently modified carbon: introducing 4,4′-bipyridinium on grafted glassy carbon electrodes

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