Electrochemical catalysis and stability of tetraamido macrocyclic ligands iron immobilized on modified pyrolytic graphite electrode

Catalysis Today

Volumn 158, Issue 3-4, 2010, Pages 263-268

  Wang, Jinghua ^a   Sun, Hong ^a   Zhao, X S ^a,b  

^a QINGDAO UNIVERSITY   (China)

^b NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

Electrocatalysis; Electrochemistry; Sensor; Sodium alginate; Tetraamido macrocyclic ligands iron

Indexed keywords

AMPEROMETRIC RESPONSE; DETECTION LIMITS; ELECTROCATALYTIC PROPERTIES; ELECTROCHEMICAL CATALYSIS; GEL FILMS; GOOD STABILITY; HYDROGEN PEROXIDE CONCENTRATION; HYDROGEN PEROXIDE SENSOR; IRON COMPLEX; MACRO-CYCLIC LIGANDS; NATIVE STRUCTURES; OVERPOTENTIAL; OXIDATION REACTIONS; PHOSPHATE BUFFER SOLUTIONS; PYROLYTIC GRAPHITE; PYROLYTIC GRAPHITE ELECTRODES; REDOX COUPLE; SATURATED CALOMEL ELECTRODE; SEM; SODIUM ALGINATE; SODIUM ALGINATES; SYNTHETIC MOLECULES; ULTRAVIOLET-VISIBLE SPECTROPHOTOMETRY;

ALGINATE; CYCLIC VOLTAMMETRY; ELECTROCATALYSIS; ELECTROLYSIS; ELECTROLYTIC ANALYSIS; GRAPHITE; GRAPHITE ELECTRODES; HYDROGEN; HYDROGEN PEROXIDE; IRON COMPOUNDS; LIGANDS; OXIDATION; REACTION KINETICS; SCANNING ELECTRON MICROSCOPY; SENSORS; SIGNAL TO NOISE RATIO; SODIUM;

ELECTROCHEMICAL ELECTRODES;

EID: 78649919212     PISSN: 09205861     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cattod.2010.03.046     Document Type: Conference Paper

References (62)

1. J. Wang, Y. Lin, and L. Chen Organic-phase biosensors for monitoring phenol and hydrogen peroxide in pharmaceutical antibacterial products Analyst 118 1993 277 280
2. E.S. Forzani, G.A. Rivas, and V.M. Solis Amperometric determination of dopamine on an enzymatically modified carbon paste electrode J. Electroanal. Chem. 382 1995 33 40
3. T. Ruzgas, E. Csöegi, J. Emneus, L. Gorton, and G. Marko-Varga Peroxidase-modified electrodes: fundamentals and application Anal. Chim. Acta 330 1996 123 138
4. L. Wang, and E. Wang A novel hydrogen peroxide sensor based on horseradish peroxidase immobilized on colloidal Au modified ITO electrode Electrochem. Commun. 6 2004 225 229
5. E.C. Hurdis, and J.H. Romeyn Accuracy of determination of hydrogen peroxide by cerateoxidimetry Anal. Chem. 26 1954 320 325
6. R. Santucci, E. Laurenti, F. Sinibaldi, and R.P. Ferrari Effect of dimethyl sulfoxide on the structure and the functional properties of horseradish peroxidase as observed by spectroscopy and cyclic voltammetry Biochim. Biophys. Acta 1596 2002 225 233
7. L. Luo, and Z. Zhang Sensors based on galvanic cell generated electrochemiluminescence and its application Anal. Chim. Acta 580 2006 14 17
8. Y. Miao, and S.N. Tan Amperometric hydrogen peroxide biosensor based on immobilization of peroxidase in chitosan matrix crosslinked with glutaraldehyde Analyst 125 2000 1591 1594
9. S.Q. Liu, and H.X. Ju Renewable reagentless hydrogen peroxide sensor based on direct electron transfer of horseradish peroxidase immobilized on colloidal gold-modified electrode Anal. Biochem. 307 2002 110 116
10. K.S. Tseng, L.C. Chen, and K.C. Ho Amperometric detection of hydrogen peroxide at prussian blue-modified FTO electrode Sens. Actuator B: Chem. 108 2005 738 745
11. Y. Lin, X. Cui, and L. Li Low-potential amperometric determination of hydrogen peroxide with a carbon paste electrode modified with nanostructured cryptomelane-type manganese oxides Electrochem. Commun. 7 2005 166 172
12. C. Guo, Y. Song, H. Wei, P. Li, L. Wang, L. Sun, Y. Sun, and Z. Li Room temperature ionic liquid doped DNA network immobilized horseradish peroxidase biosensor for amperometric determination of hydrogen peroxide Anal. Bioanal. Chem. 389 2007 527 532
13. Y.H. Song, L. Wang, C.B. Ren, G.Y. Zhu, and Z. Li A novel hydrogen peroxide sensor based on horseradish peroxidase immobilized in DNA films on a gold electrode Sens. Actuators B: Chem. 114 2006 1001 1006
14. E. Ferapontova, K. Schmengler, T. Borchers, T. Ruzgas, and L. Gorton Effect of cysteine mutations on direct electron transfer of horseradish peroxidase on gold Biosens. Bioelectron. 17 2002 953 963
15. A. Fersht Structure and Mechanism in Protein Science: A Guide to Enzyme Catalysis and Protein Folding 1999 W.H. Freeman New York
16. H.B. Dunford Heme Peroxidases 1999 Wiley-VCH New York
17. A. Sorokin, J.L. Seris, and B. Meunier Efficient oxidative dechlorination and aromatic ring cleavage of chlorinated phenols catalyzed by iron sulfophthalocyanine Science 268 1995 1163 1166
18. 2 J. Am. Chem. Soc. 123 2001 7194 7195
19. Z.W. Xi, N. Zhou, Y. Sun, and K.L. Li Reaction-controlled phase-transfer catalysis for propylene epoxidation to propylene oxide Science 292 2001 1139 1141
20. K. Kamata, K. Yonehara, Y. Sumida, K. Yamaguchi, S. Hikichi, and N. Mizuno Efficient epoxidation of olefins with ≥99% selectivity and use of hydrogen peroxide Science 300 2003 964 966
21. M.-J. Song, S.W. Hwang, and D. Whang Non-enzymatic electrochemical CuO nano flowers sensor for hydrogen peroxide detection Talanta 80 2010 1648 1652
22. A. Ghosh, A.D. Ryabov, S.M. Mayer, D.C. Horner, D.E. Prasuhn Jr., G.S. Sen, L. Vuocolo, C. Culver, M.P. Hendrich, C.E. Rickard, R.E. Norman, C.P. Horwitz, and T.J. Collins Understanding the mechanism of H(+)-induced demetalation as a design strategy for robust iron(III) peroxide-activating catalysts J. Am. Chem. Soc. 125 2003 12378 12379
23. Y. Watanabe Model studies on heme monooxygenases T. Funabiki, Oxygenases and Model Systems 1996 Kluwer Academic Publishers Dordrecht/Boston/London 223 282
24. Y. Watanbe, and H. Fujii Characterization of high-valent oxo-metalloporphyrins Struct. Bond. 97 2000 61 89
25. M. Costas, M.P. Mehn, M.P. Jensen, and L. Que Jr. Oxygen activation at mononuclear nonheme iron: enzymes, intermediates, and models Chem. Rev. 104 2004 939 986
26. T. Funabiki Introduction - developments in enzymatic and model studies on oxygenases T. Funabiki, Oxygenases and Model Systems 1996 Kluwer Academic Publishers Dordrecht/Boston/London 1 393
27. T. Funabiki Catalysis by metal complexes L.I. Simandi, Advances in Catalytic Activation of Dioxygen by Metal Complexes 2003 Kluwer Academic Publishers Dordrecht/Boston/London 157 226
28. J.-U. Rohde, M.R. Bukowski, and L. Que Jr. Functional models for mononuclear nonheme iron enzymes Curr. Opin. Chem. Biol. 7 2003 674 682
29. L.I. Simandi, T.M. Sinandi, Z. May, and G. Besenyei Catalytic activation of dioxygen by oximatocobalt(II) and oximatoiron(II) complexes for catecholase-mimetic oxidations of o-substituted phenols Coord. Chem. Rev. 245 2003 85 93
30. 2 Science 289 2000 938 941
31. B. Rezaei, and S. Damiri Voltammetric behavior of multi-walled carbon nanotubes modified electrode-hexacyanoferrate(II) electrocatalyst system as a sensor for determination of captopril Sens. Actuators B: Chem. 134 2008 324 331
32. J.C. Ndamanisha, L.P. Guo, and G. Wang Mesoporous carbon functionalized with ferrocenecarboxylic acid and its electrocatalytic properties Microporous Mesoporous Mater. 113 2008 114 121
33. A. Chanda, S.K. Khetan, D. Banerjee, A. Ghosh, and T.J. Collins Tatal degration of fenitrothion and other organophosphorous pesticides by catalytic oxidation employing Fe-TAML peroxide activators J. Am. Chem. Soc. 128 2006 12058 12059
34. W. Liu, M.L. Zhang, X. Li, and M.P. Song One-pot synthesis of 1,1′-ferrocenediylbis-(methyltriphenylphosphonium iodide) from the corresponding alcohols: facile precursor for the construction of novel metal cations electrochemical sensors Inorg. Chem. Commun. 11 2008 694 698
35. K. Kowalski, and R.F. Winter The synthesis, structures, and electrochemistry of 1′-heteroaryl-2,5-dimethylazaferrocenes J. Organomet. Chem. 693 2008 2181 2187
36. D.F. Laine, and I.F. Cheng Analysis of hydrogen peroxide and an organic hydroperoxide via the electrocatalytic fenton reaction Microchem. J. 91 2009 78 81
37. D.F. Laine, and I.F. Cheng Electrochemical detection of the explosive, hexamethylene triperoxide diamine (HMTD) Microchem. J. 91 2009 125 128
38. T.J. Collin, R.D. Powell, and C. Slebodnick Stable highly oxidizing cobalt complexes of macrocyclic ligands J. Am. Chem. Soc. 113 1991 8419 8425
39. T.J. Collins Designing ligands for oxidizing complexes Acc. Chem. Res. 27 1994 279 285
40. M.J. Bartos, C. Kidwell, K.E. Kaufffmann, S.W. Gordon-Wylie, T.J. Collins, G.C. Clark, E. Münck, and S.T. Weintraub A stable aquairon(III) complex with S = 1: structure and spectroscopic properties Angew. Chem. Int. Ed. Engl. 34 1995 1216 1219
41. M.J. Bartos, S.W. Gordon-Wylie, B.G. Fox, L.J. Wright, S.T. Weintraub, K.E. Kauffmann, E. Münck, K.L. Kostka, E.S. Uffelman, C.E.F. Rickard, K.R. Noon, and T.J. Collins Designing ligands to achieve robust oxidation catalysts. iron based systems Coord. Chem. Rev. 174 1998 361 390
42. T.J. Collins TAML oxidant activators: a new approach to the activation of hydrogen peroxide for environmentally significant problems Acc. Chem. Res. 35 2002 782 790
43. C.P. Horwitz, D.R. Fooksman, L.D. Vuocolo, S.W. Gordon-wylie, N.J. Cox, and T.J. Collins Ligand design approach for securing robust oxidation catalysts J. Am. Chem. Soc. 120 1998 4867 4868
44. T.J. Colins, C.P. Horwitz, A.D. Ryabov, L.D. Vuocolo, S. Sen Gupta, A. Ghosh, N.L. Fattaleh, Y. Hangun, B. steinhoff, C.A. Noser, E. Beach, D. Prasuhn Jr., T. Stuthridge, K.G. Wingate, J. Hall, L.J. Wright, I. Suckling, and R.W. Allison Tetraamido macrocyclic ligand catalytic oxidant activators in the pulp and paper industry ACS Symp. Ser. 823 2002 47 60
45. S. Sen Gupta, M. Stadler, C.A. Noser, A. Ghosh, B. Steinhoff, D. Lenoir, C.P. Horwitz, K.W. Schramm, and T.J. Collins Rapid total destruction of chlorophenols by activated hydrogen peroxide Science 296 2002 326 328
46. ® activators and hydrogen peroxide: sulfur removal from gasoline and distillate streams Prepr.-Am. Chem. Soc., Div. Pet. Chem. 47 2002 42 44
47. D.-L. Popescu, A. Chanda, M. Stadler, F. Tiago de Oliveira, A.D. Ryabov, E. Münck, E.L. Bominaar, and T.J. Collins High-valent first-row transition-metal complexes of tetraamido (4N) and diamidodialkoxido or diamidophenolato (2N/2O) ligands: synthesis, structure, and magnetochemistry Coord. Chem. Rev. 252 2008 2050 2071
48. ® catalysts and hydrogen peroxide Catal. Today 116 2006 554 561
49. R. Nakajima, and I. Yamazaki The mechanism of oxyperoxidase formation from ferryl peroxidase and hydrogen peroxide J. Biol. Chem. 262 1987 2576 2581
50. M.B. Arnao, M. Acosta, J.A. Del-Rio, R. Varon, and F. Garcia-Canovas A kinetic study on the suicide inactivation of peroxidase by hydrogen peroxide Biochim. Biophys. Acta 1041 1990 43 47
51. A. Ghosh, D.A. Mitchell, A. Chanda, A.D. Ryabov, D.L. Popescu, E.C. Upham, G.J. Collins, and T.J. Collins Catalase-peroxidase activity of iron(III)-TAML activators of hydrogen peroxide J. Am. Chem. Soc. 130 2008 15116 15126
52. T.J. Collins Essays on science and society: toward sustainable chemistry Science 291 2001 48 49
53. D. Banerjee, A.L. Markley, T. Yano, A. Ghosh, P.B. Berget, E.G. Minkley Jr., S.K. Khetan, and T.J. Collins "Green" oxidation catalysis for rapid deactivation of bacterial spores Angew. Chem. Int. Ed. 45 2006 3974 3977
54. A. Chanda, D.-L. Popescu, F. Tiago de Oliveira, E.L. Bominaar, A.D. Ryabov, E. Münck, and T.J. Collins High-valent iron complexes with tetraamido macrocyclic ligands: structures, Mössbauer spectroscopy, and DFT calculations J. Inorg. Biochem. 10 2006 606 619
55. W.R. Gombotz, and S.F. Wee Protein release from alginate matrices Adv. Drug Deliv. Rev. 31 1998 267 285
56. A. Hagen, G. Skjak-Braek, and M. Dornish Pharmacokinetics of sodium alginate in mice Eur. J. Pharmaceut. Sci. 4 Suppl. 1 1996 100
57. N. Nagasawa, H. Mitomo, F. Yoshii, and T. Kume Radiation-induced degradation of sodium alginate Polym. Degrad. Stab. 69 2000 279 285
58. H.Y. Zhao, W. Zheng, Z.X. Meng, H.M. Zhou, X.X. Xu, Z. Li, and Y.F. Zheng Bioelectrochemistry of hemoglobin immobilized on a sodium alginate-multi wall carbon nanotubes composite film Biosens. Bioelectron. 24 2009 2352 2357
59. Patents of the Collins group including the key experimental procedures at http://www.chem.cmu.edu/groups/Collins/awardpatpub/patents/index.html.
60. J.L. Wu, Y. Feng, T.L. Zhang, S.Y. Liu, L.Z. Meng, and Y.B. He Improvement to the syntheses of benzo-tetraamidemacrocyclic ligand J. Wuhan Univ. (Nat. Sci. Ed.) 48 2002 442 444
61. A. Ghosh, F.T. Oliveira, T. Yano, T. Nishioka, E.S. Beach, I. Kinoshita, E. Münck, A.D. Ryabov, C.P. Horwitz, and T.J. Collins Catalytically active μ-oxodiiron(IV) oxidants from iron(III) and dioxygen J. Am. Chem. Soc. 127 2005 2505 2513
62. R.W. Murray Chemically modified electrodes A.J. Bard, Electroanalytical Chemistry 1984 Marcel Dekker New York 191 368