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REVIEW: ELECTROCHEMISTRY

Phenazines and Polyphenazines in Electrochemical Sensors and Biosensors

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Pages 1588-1608 | Received 29 Apr 2009, Accepted 29 Jul 2009, Published online: 21 Jul 2010

REFERENCES

  • Albery , W. J. , A. W. Foulds , K. J. Hall , A. R. Hillman , R. G. Egdell , and A. F. Orchard . 1979 . Thionine coated electrode for photogalvanic cells . Nature 282 : 793 – 797 .
  • Anık , Ü. , S. Timur , M. Çubukçu , and A. Merkoçi . 2008 . The usage of a bismuth film electrode as transducer in glucose biosensing . Microchim. Acta 160 : 269 – 273 .
  • Barsan , M. M. , and C. M. A. Brett . 2007 . An alcohol oxidase biosensor using PNR redox mediator at carbon film electrodes . Talanta 74 : 1505 – 1510 .
  • Barsan , M. M. , J. Klinčar , M. Batič , and C. M. A. Brett . 2007 . Design and application of a flow cell for carbon-film based electrochemical enzyme biosensors . Talanta 71 : 1893 – 1900 .
  • Barsan , M. M. , E. M. Pinto , and C M. A. Brett . 2008 . Electrosynthesis and electrochemical characterisation of phenazine polymers for application in biosensors . Electrochim. Acta 53 : 3973 – 3982 .
  • Brett , C. M. A. , A. M. C. F. J. Oliveira Brett , L. C. Pereira , and C. Rebelo . 1993 . Properties of polyaniline formed at tin dioxide electrodes in weak acid-solution - effect of the counterion . J. Appl. Electrochem. 23 : 332 – 338 .
  • Brett , C. M. A. , G. Inzelt , and V. Kertesz . 1999 . Poly(methylene blue) modified electrode sensor for haemoglobin . Anal. Chim. Acta 385 : 119 – 123 .
  • Broncová , G. , T. V. Shishkanova , P. Matějka , R. Volf , and V. Král . 2004 . Citrate selectivity of poly(neutral red) electropolymerized films . Anal. Chim. Acta 511 : 197 – 205 .
  • Bruckenstein , S. , C. P. Wilde , and A. R. Hillman . 1990 . Redox switching kinetics of polythionine films in aqueous acetic-acid solutions . J. Phys. Chem. 97 : 6853 – 6858 .
  • Chen , H. Y. , H. X. Ju , and Y. G. Xun . 1994 . Methylene blue/perfluorosulfonated ionomer modified microcylinder carbon fiber electrode and its application for the determination of hemoglobin . Anal. Chem. 66 : 4538 – 4542 .
  • Chen , S. M. , and K. C. Lin . 2001 . The electrocatalytic properties of polymerized neutral red film modified electrodes . J. Electroanal. Chem. 511 : 101 – 114 .
  • Chen , S. M. , J. Y. Chen , and R. Thangamuthu . 2007 . Electrochemical preparation of poly(malachite green) film modified Nafion-coated glassy carbon electrode and its electrocatalytic behavior towards NADH, dopamine and ascorbic acid . Electroanalysis 19 : 1531 – 1538 .
  • Chen , X. , F. Wang , and Z. Chen . 2008 . An electropolymerized Nile blue sensing film-based nitrite sensor and application in food analysis . Anal. Chim. Acta 623 : 213 – 220 .
  • Chiorcea-Paquim , A. M. , R. Pauliukaite , C. M. A. Brett , and A. M. Oliveira-Brett . 2008 . AFM nanometer surface morphological study of in situ electropolymerized neutral red redox mediator oxysilane sol–gel encapsulated glucose oxidase electrochemical biosensors . Biosens. Bioelectron. 24 : 297 – 305 .
  • Ćirić-Marjanović , G. , N. V. Blinova , M. Trchová , and J. Stejskal . 2007. Chemical oxidative polymerization of safranines. J. Phys. Chem. B 111: 2188.
  • Dilgin , Y. , L. Gorton , and G. Nisli . 2007 . Photoelectrocatalytic oxidation of NADH with electropolymerized toluidine blue O . Electroanalysis 19 : 286 – 293 .
  • Dong , S. , Y. Zhu , and S. Song . 1989 . Electrode process of haemoglobin at a platinum electrode covered by brilliant cresyl blue . Bioelectrochem. Bioenerg. 21 : 233 – 243 .
  • Dong , S. , and Q. Chu . 1993 . Study of the electrode process of haemoglobin at a polymerized azure A film electrode . Electroanalysis 5 : 135 – 140 .
  • Du , P. , S. Liu , P. Wu , and C. Cai . 2007 . Single-walled carbon nanotubes functionalized with poly(nile blue A) and their application to dehydrogenase-based biosensors . Electrochim. Acta 53 : 1811 – 1823 .
  • Ensafi , A. A. , and S. Behyan . 2007 . Sensing of L-cysteine at glassy carbon electrode using Nile blue A as a mediator . Sens. Actuat. B 112 : 282 – 288 .
  • Ghica , M. E. , and C. M. A. Brett . 2006a . Development of novel glucose and pyruvate biosensors at poly(neutral red) modified carbon film electrodes. Application to natural samples . Electroanalysis 18 : 748 – 756 .
  • Ghica , M. E. , and C. M. A. Brett . 2006b . Development and applications of a bienzymatic amperometric glycerol biosensor based on a poly(neutral red) modified carbon film electrode . Anal. Lett. 39 : 1527 – 1542 .
  • Ghica , M. E. , R. Pauliukaite , N. Marchand , E. Devic , and C. M. A. Brett . 2007 . An improved biosensor for acetaldehyde determination using a bienzymatic strategy at poly(neutral red) modified carbon film electrode . Anal. Chim. Acta 591 : 80 – 86 .
  • Ghica , M. E. , and C. M. A. Brett . 2008 . Glucose oxidase inhibition in poly(neutral red) mediated enzyme biosensors for heavy metal determination . Microchim. Acta 163 : 185 – 193 .
  • Ghica , M. E. , and C. M. A. Brett . 2009 . Poly(brilliant cresyl blue) modified glassy carbon electrodes: Electrosynthesis, characterisation and application in biosensors . J. Electroanal. Chem. 629 : 35 – 42 .
  • Gundogdu , A. , V. N. Bulut , C. Duran , B. Kemer , O. Bekirkan , and M. Soylak . 2008 . A new pH indicator based on 2,5-diaryl-1-salicylideneamino-1,3,4-triazole derivative . Chin. J. Chem. 26 : 143 – 145 .
  • Han , S. , M. Zhu , Z. Yuan , and X. Li . 2001 . A methylene blue-mediated enzyme electrode for the determination of trace mercury(II), mercury(I), methylmercury, and mercury–glutathione complex . Biosens. Bioelectron. 16 : 9 – 16 .
  • Hashemi , P. , and R. A. Zarjani . 2008 . A wide range pH optical sensor with mixture of neutral red and thionine immobilized on an agarose film coated glass slide . Sens. Actuat. B 135 : 112 – 115 .
  • Hoffmann , A. A. , S. L. P. Dias , J. R. Rodrigues , F. A. Pavan , E. V. Benvenutti , and E. C. Lima . 2008 . Methylene blue immobilized on cellulose acetate with titanium dioxide: An application as sensor for ascorbic acid . J. Braz. Chem. Soc. 19 : 943 – 949 .
  • Jeykumari , D. R. S. , and S. S. Narayanan . 2007 . Covalent modification of multiwalled carbon nanotubes with neutral red for the fabrication of an amperometric hydrogen peroxide sensor . Nanotechnology 18 : 1 – 10 .
  • Jeykumari , D. R. S. , and S. S. Narayanan . 2008 . A novel nanobiocomposite based glucose biosensor using neutral red functionalized carbon nanotubes . Biosens. Bioelectron. 23 : 1404 – 1411 .
  • Ju , H. , and C. Shen . 2001 . Electrocatalytic reduction and determination of dissolved oxygen at a poly(Nile blue) modified electrode . Electroabalysis 13 : 789 – 793 .
  • Karyakin , A. A. , A. K. Strakhova , E. E. Karyakina , S. D. Varflomeyev , and A. K. Yatsimirsky . 1993 . The electrochemical polymerization of methylene-blue and bioelectrochemical activity of the resulting film . Bioelectrochem. Bioenerg. 32 : 35 – 43 .
  • Karyakin , A. A. , O. A. Bobrova , and E. E. Karyakina . 1995. Electroreduction of NAD+ to enzymatically active NADH at poly(neutral red) modified electrodes. J. Electroanal. Chem. 399: 179–184.
  • Karyakin , A. A. , E. E. Karyakina , and H. L. Schmidt . 1999 . Electropolymerized azines: A new group of electroactive polymers . Electroanalysis 11 : 149 – 155 .
  • Karyakin , A. A. , E. E. Karyakina , W. Schumann , and H. L. Schmidt . 1999 . Electropolymerized azines: Part II. In a search of the best electrocatalyst of NADH oxidation . Electroanalysis 11 : 553 – 557 .
  • Karyakin , A. A. , Y. N. Ivanova , and E. E. Karyakina . 2003 . Equilibrium (NAD+/NADH) potential on poly(neutral red) modified electrode . Electrochem. Commun. 5 : 677 – 680 .
  • Komura , T. , G. Y. Niu , T. Yamaguchi , M. Asano , and A. Matsuda . 2004 . Coupled electron-proton transport in electropolymerized methylene blue and the influences of its protonation level on the rate of electron exchange with b-nicotinamide adenine dinucleotide . Electroanalysis 16 : 1791 – 1800 .
  • Kulys , J. , L. Wang , and N. Daugvilaite . 1992 . Amperometric methylene green-mediated pyruvate electrode based on pyruvate oxidase entrapped in carbon paste . Anal. Chim. Acta 265 : 15 – 20 .
  • Kuramitz , H. , K. Sugawara , M. Kawasaki , K. Hasebe , H. Nakamura , and S. Tanaka . 1999 . Electrocatalytic reduction of haemoglobin at a self-assembled monolayer electrode containing redox dye Nile blue, as an electron transfer mediator . Anal. Sci. 15 : 589 – 592 .
  • Mieliauskiene , R. , M. Nistor , V. Laurinavicius , and E. Csöregi . 2006 . Amperometric determination of acetate with a tri-enzyme based sensor . Sens. Actuat. B 113 : 671 – 676 .
  • Nikolskii , B. P. , V. V. Palchevskii , L. A. Polyanskaya , and A. G. Rodichev . 1970 . Investigation of protonization properties of neutral red and leuco-neutral red in aqueous solutions (in Russian) . Dokl. Akad. Nauk SSSR 194 : 1334 – 1337 .
  • O'Connell , K. M. , E. Waldner , L. Rouillier , and E. Laviron . 1984 . Experimental study of redox modified electrodes with simultaneous electron and proton exchange . J. Electroanal. Chem. 162 : 77 – 85 .
  • Oshaka , T. , K. Tanaka , and K. Tokuda . 1993 . Electrocatalysis of poly(thionine)-modified electrodes for oxidation of reduced nicotinamide adenine-dinucleotide . J. Chem. Soc. Chem. Commun. 222 – 224 .
  • Pauliukaite , R. , A. M. Chiorcea-Paquim , A. M. Oliveira-Brett , and C. M. A. Brett . 2006 . Electrochemical, EIS and AFM characterisation of biosensors: Trioxysilane sol–gel encapsulated glucose oxidase with two different redox mediators . Electrochim. Acta 52 : 1 – 8 .
  • Pauliukaite , R. , M. E. Ghica , M. Barsan , and C. M. A. Brett . 2007 . Characterisation of poly(neutral red) modified carbon film electrodes; application as a redox mediator for biosensors . J. Solid State Electrochem. 11 : 899 – 908 .
  • Pauliukaite , R. , A. Selskiene , A. Malinauskas , and C. M. A. Brett . 2009 . Electrosynthesis and characterisation of poly(safranine T) electroactive polymer films . Thin Solid Films 507 : 5435 – 5441 .
  • Pouget , J. P. , Z. Oblakowski , Y. Nogami , P. A. Albouy , M. Laridjani , E. J. Oh , et al. . 1994 . Recent structural investigations of metallic polymers . Synth. Met. 65 : 131 – 140 .
  • Qu , F. , M. Yang , J. Chen , G. Shen , and R. Yu . 2006 . Amperometric biosensors for glucose based on layer-by-layer assembled functionalized carbon nanotube and poly (neutral red) multilayer film . Anal. Lett. 39 : 1785 – 1799 .
  • Qu , F. , M. Yang , J. Jiang , K. Feng , G. Shen , and R. Yu . 2007 . Novel poly(neutral red) nanowire as a sensitive electrochemical biosensing platform for hydrogen peroxide determination . Electrochem. Comm. 9 : 2596 – 2600 .
  • Salomi , B. S. B. , and C. K. Mitra . 2007 . Electrochemical studies on horseradish peroxidise covalently coupled with redox dyes . Biosens. Bioelectron. 22 : 1825 – 1829 .
  • Schlereth , D. D. , and A. A. Karyakin . 1995 . Electropolymerization of phenothiazine, phenoxazine and phenazine derivatives: Characterization of the polymers by UV-visible difference spectroelectrochemistry and Fourier transform IR spectroscopy . J. Electroanal. Chem. 395 : 221 – 232 .
  • Selvaraju , T. , and R. Ramaraj . 2003. Simultaneous determination of ascorbic acid, dopamine and serotonin at poly(phenosafranine) modified electrode. Electrochem. Commun. 5: 667–672.
  • Silber , A. , N. Hampp , and W. Schuhmann . 1996 . Poly(methylene blue)-modified thick film gold electrodes for the electrocatalytic oxidation of NADH and their application in glucose biosensors . Biosens. Bioelectron. 11 : 215 – 223 .
  • Sun , Y. , B. Ye , W. Zhang , and X. Zhou . 1998 . Simultaneous determination of dopamine and ascorbic acid at poly(neutral red) modified electrodes . Anal. Chim. Acta 363 : 75 – 80 .
  • Sun , W. , K. Jiao , J. Han , and L. Lu . 2005 . Linear sweep voltammetric determination of heparin based on its interaction with neutral red . Anal. Lett. 38 : 1137 – 1148 .
  • Sun , W. , Y. Q. Ding , and K. Jiao . 2006 . Voltammetric determination of heparin based on its interaction with brilliant cresyl blue . Chem. Res. Chin. U. 22 : 406 – 409 .
  • Sun , W. , J. You , C. Gong , and K. Jiao . 2006 . Linear sweep voltammetric studies on the interaction of brilliant cresyl blue with nucleic acids and its analytical applications . Ann. Chim. 96 : 1 – 13 .
  • Tabakova , N. , N. Petkova , and J. Stejskal . 1998 . Electrolyte for copper deposition based on aqueous polyaniline dispersion . J. Appl. Electrochem. 28 : 1083 – 1086 .
  • Tan , L. , Q. Xie , and S. Yao . 2004 . Electrochemical and spectroelectrochemical studies on pyridoxine hydrochloride using a poly(methylene blue) modified electrode . Electroanalysis 16 : 1592 – 1597 .
  • Tanaka , K. , S. Ikeda , N. Oyama , K. Tokuda , and T. Ohsaka . 1993 . Preparation of poly(thionine)-modified electrode and its application to an electrochemical detector for the flow-injection analysis of NADH . Anal. Sci. 9 : 783 – 789 .
  • Tang , X. , C. Fang , B. Yao , and W. Zhang . 1999 . Determination of nitric oxide by glassy carbon electrodes modified with poly(neutral red) . Microchem. J. 62 : 377 – 385 .
  • Ulyanova , Y. V. , A. E. Blackwell , and S. D. Minteer . 2006 . Poly(methylene green) employed as molecularly imprinted polymer matrix for electrochemical sensing . Analyst 131 : 257 – 261 .
  • Vostiar , I. , J. Tkac , E. Sturdik , and P. Gemeiner . 2002 . Amperometric urea biosensor based on urease and electropolymerized toluidine blue dye as a pH-sensitive redox probe . Bioelectrochem. 56 : 113 – 115 .
  • Wang , G. , N. Hu , W. Wang , P. Li , H. Gu , and B. Fang . 2007 . Preparation of carbon nanotubes/neutral red composite film modified electrode and its catalysis on rutin . Electroanalysis 19 : 2329 – 2334 .
  • Wang , J. , F. Wang , and S. Dong . 2009 . Methylene blue as an indicator for sensitive electrochemical detection of adenosine based on aptamer switch . J. Electroanal. Chem. 626 : 1 – 5 .
  • Xu , J. Z. , J. J. Zhu , Q. Wu , Z. Hu , and H. Y. Chen . 2003 . An amperometric biosensor based on the coimmobilization of horseradish peroxidase and methylene blue on a carbon nanotubes modified electrode . Electroanalysis 15 : 219 – 224 .
  • Yang , R. , C. Ruan , and J. Deng . 1998 . A H2O2 Biosensor based on immobilization of horseradish peroxidase in electropolymerised methylene green film on GCE . J. App. Chem. 28 : 1269 – 1275 .
  • Yang , R. , C. Ruan , W. Dai , J. Deng , and J. Kong . 1999 . Electropolymerization of thionine in neutral aqueous media and H2O2 biosensor based on poly(thionine) . Electrochim. Acta 44 : 1585 – 1596 .
  • Yang , C. , Q. Lu , and S. Hu . 2006 . A novel nitrite amperometric sensor and its application in food analysis . Electroanalysis 18 : 2188 – 2193 .
  • Yao , Y. L. , and K. K. Shiu . 2007 . Low potential detection of glucose at carbon nanotube modified glassy carbon electrode with electropolymerized poly(toluidine blue O) film . Electrochim. Acta 53 : 278 – 284 .
  • Yi , H. , D. Zheng , C. Hu , and S. Hu . 2008. Functionalized multiwalled carbon nanotubes through in situ electropolymerization of brilliant cresyl blue for determination of epinephrine. Electroanalysis 20: 1143–1146.
  • Yogeswaran , U. , and S. M. Chen . 2007 . Separation and concentration effect of f-MWCNTs on electrocatalytic responses of ascorbic acid, dopamine and uric acid at f-MWCNTs incorporated with poly (neutral red) composite films . Electrochim. Acta 52 : 5985 – 5996 .
  • Yogeswaran , U. , and S. M. Chen . 2008 . Multi-walled carbon nanotubes with poly(methylene blue) composite film for the enhancement and separation of electroanalytical responses of catecholamine and ascorbic Acid . Sens. Actuat. B 130 : 739 – 749 .
  • Zhao , K. , H. Song , S. Zhuang , L. Dai , P. He , and Y. Fang . 2007 . Determination of nitrite with the electrocatalytic property to the oxidation of nitrite on thionine modified aligned carbon nanotubes . Electrochem. Comm. 9 : 65 – 70 .
  • Zhou , D. M. , H. Q. Fang , H. Y. Chen , H. X. Ju , and Y. Wang . 1996 . The electrochemical polymerization of methylene green and its electrocatalysis for the oxidation of NADH . Anal. Chim. Acta 329 : 41 – 48 .
  • Zhou , D. M. , and H. Y. Chen . 1997 . The electrochemical polymerization of redox dye-Nile blue for the amperometric determination of hemoglobin . Electroanalysis 9 : 399 – 402 .

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