High-throughput synthesis and electrochemical screening of a library of modified electrodes for NADH oxidation

Journal of the American Chemical Society

Volumn 134, Issue 43, 2012, Pages 18022-18033

  Pinczewska, Aleksandra ^a   Sosna, MacIej ^a   Bloodworth, Sally ^a   Kilburn, Jeremy D ^b   Bartlett, Philip N ^a  

^a UNIVERSITY OF SOUTHAMPTON   (United Kingdom)

^b QUEEN MARY UNIVERSITY OF LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

1 ,10-PHENANTHROLINE-5 ,6-DIONE; CATALYTIC CURRENT; ELECTRODE MODIFICATION; FUNCTIONALIZATIONS; GLASSY CARBON ELECTRODES; HIGH-THROUGHPUT; HIGH-THROUGHPUT SCREENING; HIGH-THROUGHPUT SYNTHESIS; MODIFIED ELECTRODES; MOLECULAR ARCHITECTURE; NADH OXIDATION; REDOX-ACTIVE; SCAN RATES; SIGNIFICANT IMPACTS; SOLID PHASE SYNTHESIS; SURFACE COVERAGES; VOLTAMMETRIC PEAK; ZINC COMPLEX;

CHELATION; CYCLIC VOLTAMMETRY; ELECTRODES; GLASS MEMBRANE ELECTRODES; LIGANDS; METAL COMPLEXES; OXIDATION; RATE CONSTANTS; REACTION KINETICS; REDOX REACTIONS; RUTHENIUM; RUTHENIUM COMPOUNDS; ZINC COMPOUNDS;

SYNTHESIS (CHEMICAL);

1,10 PHENANTHROLINE 5,6 QUINONE; CARBON; CROSS LINKING REAGENT; METAL COMPLEX; PHENANTHROLINE DERIVATIVE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE; RUTHENIUM COMPLEX; UNCLASSIFIED DRUG; ZINC COMPLEX;

ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMBINATORIAL CHEMISTRY; COMBINATORIAL LIBRARY; CONTROLLED STUDY; CROSS COUPLING REACTION; CROSS LINKING; CYCLIC POTENTIOMETRY; ELECTROCHEMISTRY; ELECTRODE; GEOMETRY; HIGH THROUGHPUT SCREENING; KINETICS; OXIDATION; OXIDATION REDUCTION STATE; SEPARATION TECHNIQUE; SOLID PHASE SYNTHESIS; SURFACE PROPERTY;

ELECTROCHEMICAL TECHNIQUES; ELECTRODES; HIGH-THROUGHPUT SCREENING ASSAYS; MOLECULAR STRUCTURE; NAD; ORGANOMETALLIC COMPOUNDS; OXIDATION-REDUCTION; PHENANTHROLINES; RUTHENIUM; SMALL MOLECULE LIBRARIES; ZINC;

EID: 84868159718     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja307390x     Document Type: Article

References (78)

1. Lane, R. F.; Hubbard, A. T. J. Phys. Chem. 1973, 77, 1401
2. Elliott, C. M.; Murray, R. W. Anal. Chem. 1976, 48, 1247
3. Moses, P. R.; Wier, L.; Murray, R. W. Anal. Chem. 1975, 47, 1882
4. Murray, R. W. Acc. Chem. Res. 1980, 13, 135
5. Bard, A. J.; Stratmann, M.; Fujihira, M.; Rubinstein, I.; Rusling, J. F. Encyclopedia of Electrochemistry: Modified Electrodes; Wiley-VCH: Weinheim, 2007.
6. Murray, R. W. Molecular Design of Electrode Surfaces; Wiley: New York, 1992.
7. Pan, Q. M.; Wang, M.; Chen, W. T. Chem. Lett. 2007, 36, 1312
8. Guo, M. L.; Chen, J. H.; Zhang, Y. J.; Chen, K.; Pan, C. F.; Yao, S. Z. Biosens. Bioelectron. 2008, 23, 865
9. Sun, K.; Jiang, B.; Jiang, X. Y. J. Electroanal. Chem. 2011, 656, 223
10. Downard, A. J.; Jackson, S. L.; Tan, E. S. Q. Aust. J. Chem. 2005, 58, 275
11. Shedge, H. Y.; Creager, S. E. Anal. Chim. Acta 2010, 657, 154
12. Betelu, S.; Vautrin-Ul, C.; Chausse, A. Electrochem. Commun. 2009, 11, 383
13. Fan, L. S.; Chen, J.; Zhu, S. Y.; Wang, M.; Xu, G. B. Electrochem. Commun. 2009, 11, 1823
14. Sivanesan, A.; John, S. A. Electroanalysis 2010, 22, 639
15. Tanaka, H.; Aramata, A. J. Electroanal. Chem. 1997, 437, 29
16. Pirrung, M. C. Chem. Rev. 1997, 97, 473
17. Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555
18. Maier, W. F.; Stowe, K.; Sieg, S. Angew. Chem., Int. Ed. 2007, 46, 6016
19. Potyrailo, R.; Rajan, K.; Stoewe, K.; Takeuchi, I.; Chisholm, B.; Lam, H. ACS Comb. Sci. 2011, 13, 579
20. Kulikov, V.; Mirsky, V. M. Meas. Sci. Technol. 2004, 15, 49
21. Guschin, D. A.; Shkil, H.; Schuhmann, W. Anal. Bioanal. Chem. 2009, 395, 1693
22. Guschin, D. A.; Castillo, J.; Dimcheva, N.; Schuhmann, W. Anal. Bioanal. Chem. 2010, 398, 1661
23. Chrétien, J.-M.; Ghanem, M. A.; Bartlett, P. N.; Kilburn, J. D. Chem.-Eur. J. 2008, 14, 2548
24. Chrétien, J.-M.; Ghanem, M. A.; Bartlett, P. N.; Kilburn, J. D. Chem.-Eur. J. 2009, 15, 11928
25. Sosna, M.; Chrétien, J.-M.; Kilburn, J. D.; Bartlett, P. N. Phys. Chem. Chem. Phys. 2010, 12, 10018
26. Downard, A. J. Electroanalysis 2000, 12, 1085
27. Adenier, A.; Chehimi, M. M.; Gallardo, I.; Pinson, J.; Vilà, N. Langmuir 2004, 20, 8243
28. Barbier, B.; Pinson, J.; Desarmot, G.; Sanchez, M. J. Electrochem. Soc. 1990, 137, 1757
29. Deinhammer, R. S.; Ho, M.; Anderegg, J. W.; Porter, M. D. Langmuir 1994, 10, 1306
30. Hoekstra, K. J.; Bein, T. Chem. Mater. 1996, 8, 1865
31. Bélanger, D.; Pinson, J. Chem. Soc. Rev. 2011, 40, 3995
32. Ghanem, M. A.; Chrétien, J.-M.; Pinczewska, A.; Kilburn, J. D.; Bartlett, P. N. J. Mater. Chem. 2008, 18, 4917
33. Delamar, M.; Hitmi, R.; Pinson, J.; Saveant, J. M. J. Am. Chem. Soc. 1992, 114, 5883
34. Pinson, J.; Podvorica, F. Chem. Soc. Rev. 2005, 34, 429
35. Marwan, J.; Addou, T.; Bélanger, D. Chem. Mater. 2005, 17, 2395
36. Coulon, E.; Pinson, J.; Bourzat, J. D.; Commerçon, A.; Pulicani, J. P. J. Org. Chem. 2002, 67, 8513
37. Holm, A. H.; Møller, R.; Vase, K. H.; Dong, M.; Norrman, K.; Besenbacher, F.; Pedersen, S. U.; Daasbjerg, K. New J. Chem. 2005, 29, 659
38. Bourdillon, C.; Delamar, M.; Demaille, C.; Hitmi, R.; Moiroux, J.; Pinson, J. J. Electroanal. Chem. 1992, 336, 113
39. Kariuki, J. K.; McDermott, M. T. Langmuir 2001, 17, 5947
40. Adenier, A.; Combellas, C.; Kanoufi, F.; Pinson, J.; Podvorica, F. I. Chem. Mater. 2006, 18, 2021
41. Yu, S. S. C.; Tan, E. S. Q.; T., J. R.; Downard, A. J. Langmuir 2007, 23, 11074
42. Westheimer, F. H.; Fisher, H. F.; Conn, E. E.; Vennesland, B. J. Am. Chem. Soc. 1951, 73, 2403
43. Fukuzumi, S.; Koumitsu, S.; Hironaka, K.; Tanaka, T. J. Am. Chem. Soc. 1987, 109, 305
44. Liang, Z.-X.; Klinman, J. P. Curr. Opin. Struct. Biol. 2004, 14, 648
45. Rodkey, F. L. J. Biol. Chem. 1955, 213, 777
46. Rodkey, F. L.; Donovan, J. A. J. Biol. Chem. 1959, 234, 677
47. Chenault, H. K.; Whitesides, G. M. Appl. Biochem. Biotechnol. 1987, 14, 147
48. Gorton, L.; Dominguez, E. In Encyclopedia of Electrochemistry; Wilson, G. S., Ed.; Wiley-VCH: Weinheim, 2002; p 67.
49. Gorton, L.; Bartlett, P. N. In Bioelectrochemistry: Fundamentals, Experimental Techniques and Applications; Bartlett, P. N., Ed.; John Wiley & Sons: Chichester, 2008; p 157.
50. Bartlett, P. N.; Tebbutt, P.; Whitaker, R. G. Prog. React. Kinet. 1991, 16, 55
51. Gorton, L. J. Chem. Soc., Faraday Trans. 1 1986, 82, 1245
52. Gorton, L.; Domínguez, E. Rev. Mol. Biotechnol. 2002, 82, 371
53. Simon, E.; Bartlett, P. N. In Biomolecular Films: Design, Function, and Applications; Rusling, J. F., Ed.; Marcel Dekker: New York, 2003, p 499.
54. Carlson, B. W.; Miller, L. L. J. Am. Chem. Soc. 1985, 107, 479
55. Gillard, R. D.; Hill, R. E. E. J. Chem. Soc., Dalton Trans. 1974, 1217
56. Wu, Q.; Maskus, M.; Pariente, F.; Tobalina, F.; Fernandez, V. M.; Lorenzo, E.; Abruna, H. D. Anal. Chem. 1996, 68, 3688
57. Tobalina, F.; Pariente, F.; Hernandez, L.; Abruna, H. D.; Lorenzo, E. Anal. Chim. Acta 1999, 395, 17
58. Lei, Y.; Shi, C.; Anson, F. C. Inorg. Chem. 1996, 35, 3044
59. Goss, C. A.; Abruňa, H. D. Inorg. Chem. 1985, 24, 4263
60. Kou, Y. Y.; Xu, G. J.; Gu, W.; Tian, J. L.; Yan, S. P. J. Coord. Chem. 2008, 61, 3147
61. Wang, Q. X.; Gao, F.; Jiao, K. Electroanalysis 2008, 20, 2096
62. Darder, M.; Takada, K.; Pariente, F.; Lorenzo, E.; Abruna, H. D. Anal. Chem. 1999, 71, 5530
63. Yokoyama, K.; Ueda, Y.; Nakamura, N.; Ohno, H. Chem. Lett. 2005, 34, 1282
64. Popescu, I. C.; Dominguez, E.; Narvaez, A.; Pavlov, V.; Katakis, I. J. Electroanal. Chem. 1999, 464, 208
65. Shi, M. L.; Anson, F. C. Anal. Chem. 1998, 70, 1489
66. Hedenmo, M.; Narváez, A.; Dornínguez, E.; Katakis, I. Analyst 1996, 121, 1891
67. Ghanem, M. A.; Chrétien, J.-M.; Kilburn, J. D.; Bartlett, P. N. Bioelectrochemistry 2009, 76, 115
68. Evans, I. P.; Spencer, A.; Wilkinson, G. J. Chem. Soc., Dalton Trans. 1973, 204
69. Boland, S.; Barrière, F.; Leech, D. Langmuir 2008, 24, 6351
70. Blaedel, W. J.; Haas, R. G. Anal. Chem. 1970, 42, 918
71. Samec, Z.; Elving, P. J. J. Electroanal. Chem. 1983, 144, 217
72. Note: Impy ·TFA was prepared according to a procedure modified from Yi, H.; Crayston, J. A.; Irvine, J. T. S. Dalton Trans. 2003, 685; see Supporting Information for details
73. Alessio, E. Chem. Rev. 2004, 104, 4203
74. Boghaei, D. M.; Behzadian-Asl, F. J. Coord. Chem. 2007, 60, 347
75. Zakeeruddin, S. M.; Nazeeruddin, M. K.; Humphry-Baker, R.; Grätzel, M.; Shklover, V. Inorg. Chem. 1998, 37, 5251
76. Huan, Z.; Persson, B.; Gorton, L.; Sahni, S.; Skotheim, T.; Bartlett, P. Electroanalysis 1996, 8, 575
77. Lyons, M. E.; Lyons, C. H.; Michas, A.; Bartlett, P. N. J. Electroanal. Chem. 1993, 351, 245
78. Nicholson, R. S.; Shane, I. Anal. Chem. 1964, 36, 706