Fully integrated biocatalytic electrodes based on bioaffinity interactions

Biosensors and Bioelectronics

Volumn 13, Issue 7-8, 1998, Pages 741-756

  Katz, Eugenii ^a   Heleg Shabtai, Vered ^a   Bardea, Amos ^a   Willner, Itamar ^a   Rau, Harald K ^b   Haehnel, Wolfgang ^b  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

^b UNIVERSITY OF FREIBURG   (Germany)

Author keywords

Bioelectronics; Biosensor; De novo proteins; Electrical contact of enzymes; Enzyme monolayers; Integrated enzyme electrodes; Microperoxidase 11; Myoglobin; NAD+ dependent enzymes; Nitrate reductase; PQQ; Pyrroloquinoline quinone; Reconstituted enzymes

Indexed keywords

BIOELECTROCATALYSIS; BIOELECTRONICS; LACTATE DEHYDROGENASE; MICROPEROXIDASE; MYOGLOBIN; NITRATE REDUCTASE; PYRROLOQUINOLINE QUINONE;

CATALYSIS; CATALYST ACTIVITY; CHARGE TRANSFER; CHEMICAL BONDS; CROSSLINKING; ELECTRODES; HYDROGENATION; KETONES; REDOX REACTIONS;

ENZYME SENSORS;

COBALT; FERRIC ION; GOLD; LACTATE DEHYDROGENASE; MYOGLOBIN; NICOTINAMIDE ADENINE DINUCLEOTIDE; NITRATE REDUCTASE; PEROXIDASE; PROTOPORPHYRIN; PYRROLOQUINOLINEQUINONE;

BINDING AFFINITY; BIOSENSOR; CATALYSIS; CONFERENCE PAPER; CROSS LINKING; CYCLIC POTENTIOMETRY; ELECTRODE; ELECTRON TRANSPORT; ENZYME ACTIVITY; OXIDATION REDUCTION REACTION; SENSOR;

ANIMALS; BIOSENSING TECHNIQUES; CATALYSIS; ELECTROSTATICS; ENZYMES; HUMANS; OXIDATION-REDUCTION;

EID: 0032190808     PISSN: 09565663     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0956-5663(98)00038-4     Document Type: Article

References (61)

1. Adeloju S.B., Wallace G.G. Conductive polymers and the biocatalytic science: new tools for biomolecular communications. Analyst. 121:1996;699-703.
2. Armstrong F.A., Hill H.A.O., Walton N.J. Reactions of electron-transfer proteins at electrodes. Quarterly Reviews in Biophysics. 18:1986;261-322.
3. +-dependent enzyme electrodes: electrical contact of cofactor-dependent enzymes and electrodes. Journal of the American Chemical Society. 119:1997;9114-9119.
4. Bartlett, P.N., 1990. Application of enzymes in amperometric sensors: problems and possibilities. In: Buck, R.P., Hatfield, W.E., Umana, M., Bowden, E.F. (Eds), Biosensor Technology. Fundamentals and Applications, ch. 7. Marcel Dekker, New York, pp. 95-115.
5. Bartlett P.N., Tebbutt P., Whitaker R.G. Kinetic aspects of the use of modified electrodes and mediators in bioelectrochemistry. Progress in Reaction Kinetics. 16:1991;55-155.
6. Calvo E.J., Etchenigue R., Danilowicz C., Diaz L. Electrical communication between electrodes and enzymes mediated by redox hydrogels. Analytical Chemistry. 68:1996;4186-4193.
7. 2 with cytochrome c and ferricinium carboxylate. Comparative kinetics by cyclic voltammetry and chronoamperometry. Biochimica et Biophysica Acta. 828:1985;51-57.
8. Choma C.T., Lear J.D., Nelson M.J., Dutton P.L., Robertson D.E., DeGrado W.F. Design of a heme-binding four-helix bundle. Journal of the American Chemical Society. 116:1994;856-865.
9. DeGrado W.F., Wassermann Z.R., Lear J.D. Protein design, a minimalist approach. Science. 243:1989;622-628.
10. Emr S.A., Yacynych A.M. Use of polymer films in amperometric biosensors. Electroanalysis. 7:1995;913-923.
11. Finklea, H.A., 1996. Electrochemistry of organized monolayers of thiols and related molecules on electrodes, In: Bard A.J., Rubinstein, I. (Eds), Electroanalytical Chemistry, vol. 19. Marcel Dekker, New York, pp. 109-335.
12. Furukawa S., Katayama N., Iizuka T., Urabe I., Okada H. Preparetion of polyethylene glycol-bound NAD and its application in a model enzyme reactor. FEBS Letters. 121:1980;239-242.
13. Glezer V., Lev O. Sol-gel vanadium pentaoxide glucose biosensor. Journal of the American Chemical Society. 115:1993;2533-2534.
14. Göpel W., Heiduschka P. Introduction to bioelectronics: interfacing biology with electronics. Biosensors and Bioelectronics. 9:1994;iii-xiii.
15. Gorton L., Karan H.I., Hall P.D., Inagaki T., Okamoto Y., Skotheim T.A. A glucose electrode based on carbon paste chemically modified with a ferrocene-containing siloxane polymer and glucose oxidase, coated with a poly(ester-sulfonic acid) cation-exchanger. Analytica Chimica Acta. 228:1990;23-30.
16. + analogue to horse liver alcohol dehydrogenase in a ternary complex with pyrazole. European Journal of Biochemistry. 168:1987;469-473.
17. Gregg B.A., Heller A. Redox polymer films containing enzymes. 1. A redox-containing epoxy cement: synthesis, characterization, and electrocatalytic oxidation of hydroquinone. Journal of Physical Chemistry. 95:1991;5970-5975.
18. Guo L.-H., McLendon G., Razafitrimo H., Gao Y. Photo-active and electro-active protein films prepared by reconstitution with metalloporphyrins self-assembled on gold. Journal of Materials Chemistry. 6:1996;369-374.
19. Hamachi I., Matsugi T., Tanaka S., Shinkai S. Facilitated photoreduction of ruthenium bis(4′-methylterpyridine) pendant myoglobin. Bulletin of the Chemical Society of Japan. 69:1996;1657-1661.
20. Hamachi I., Tajiri Y., Nagase T., Shinkai S. Design and synthesis of sugar-responsive semiartificial myoglobin triggered by modification of apoprotein-cofactor interactions. Chemistry - A European Journal. 3:1997;1025-1031.
21. 562. Chemical Communications 1735-1736.
22. Heleg-Shabtai V., Katz E., Willner I. Assembly of microperoxidase-11 and Co(II)-protoporphyrin IX reconstituted myoglobin monolayers on Au-electrodes: integrated bioelectrocatalytic intefaces. Journal of the American Chemical Society. 119:1997;8121-8122.
23. II-protoporphyrin IX reconstituted myoglobin and for the generation of integrated protein electrodes for bioelectrocatalyzed hydrogenation of acetylenes. Journal of the Chemical Society, Perkin Transactions. 2:1997;2645-2651.
24. Heller A. Electrical wiring of redox enzymes. Accounts of Chemistry Research. 23:1990;128-134.
25. 4 simulated with molecular mechanics. European Journal of Biochemistry. 213:1993;947-956.
26. Hill, H.A.O., Sanghera, G.S., 1990. Mediated amperometric enzyme electrodes. In: Cass, A.E.G. (Ed.), Biosensors. A Practical Approach, ch. 2. Oxford University Press, Oxford, pp. 19-46.
27. Hill H.A.O., Walton N.J., Higgins I.J. Electrochemical reduction of dioxygen using a terminal oxidase. FEBS Letters. 126:1981;282-284.
28. Jiang L., Glidle A., McNeil C.J., Cooper J.M. Characterization of electron transfer reactions of microperoxidase assembled at short-chain thiol-monolayers on gold. Biosensors and Bioelectronics. 12:1997;1143-1155.
29. Katz E., Willner I. Kinetic separation of amperometric responses of composite redox-active monolayers assembled onto Au-electrodes: implication to the monolayer structure and composition. Langmuir. 13:1997;3364-3373.
30. Katz E., Riklin A., Willner I. Application of stilbene-(4,4′-diisothiocyanate)-2,2′-disulfonic acid as bifunctional reagent for the organization of organic materials and proteins onto electrode surfaces. Journal of Electroanalytical Chemistry. 354:1993;129-144.
31. Katz E., Schlereth D.D., Schmidt H.-L. Electrochemical study of pyrroloquinoline quinone covalently immobilized as monolayer onto a cystamine modified gold electrode. Journal of Electroanalytical Chemistry. 367:1994;59-70.
32. Katz E., Shkuropatov A.Y., Vagabova O.I., Shuvalov V.A. Coupling of photoinduced charge separation in reaction centers of photosynthetic bacteria with electron transfer to a chemically modified electrode. Biochimica et Biophysica Acta. 976:1989;121-128.
33. 2+ cations. Journal of Electroanalytical Chemistry. 373:1994;189-200.
34. Katz E., Schlereth D.D., Schmidt H.-L., Olsthoorn A.J.J. Reconstitution of the quinoprotein glucose dehydrogenase from its apoenzyme on a gold electrode surface modified with a monolayer of pyrroloquinoline quinone. Journal of Electroanalytical Chemistry. 368:1994;165-171.
35. Katz E., Heleg-Shabtai V., Willner B., Willner I., Bückmann A.F. Electrical contact of redox enzymes with electrodes: novel approaches for amperometric biosensors. Bioelectrochemistry and Bioenergetics. 42:1997;95-104.
36. Kovář J., Šimek K., Kučera I., Matyska L. Steady-state kinetics of horse-liver alcohol dehydrogenase with a covalently bound coenzyme analogue. European Journal of Biochemistry. 139:1984;585-591.
37. Lötzbeyer T., Schuhmann W., Katz E., Falter J., Schmidt H.-L. Direct electron transfer between the covalently immobilized enzyme microperoxidase MP-11 and a cystamine-modified gold electrode. Journal of Electroanalytical Chemistry. 377:1994;291-294.
38. Mandler D., Turyan I. Applications of self-assembled monolayers in electroanalytical chemistry. Electroanalysis. 8:1996;207-213.
39. Miyawaki O., Wingard L.B. Electrochemical and glucose oxidase coenzyme activity of Flavia adenine dinucleotide covalently attached to glassy carbon at adenine amino group. Biochimica et Biophysica Acta. 838:1985;60-68.
40. +. Analytica Chimica Acta. 315:1995;297-302.
41. Murray R.W. Chemically modified electrodes. Account of Chemical Research. 13:1980;135-189.
42. Murray, R.W., 1984. Chemically modified electrodes. In: Bard, A.J. (Ed.), Electroanalytical Chemistry, vol. 13. Marcel Dekker, New York, pp. 191-368.
43. Mutter M., Vuilleumier S. A chemical approach to protein design-template-assembled synthetic proteins (TASP). Angewandte Chemie International Edition in English. 28:1989;535-554.
44. Mutter M., Altmann E., Altmann K.-H., Hersperger R., Koziej P., Nebel K., Tuchscherer G., Vuilleumier S., Gremlich H.U., Müller K. The construction of new proteins. III. Artificial folding units by assembly of amphiphilic secondary structure on a template. Helvetica Chimica Acta. 71:1988;835-847.
45. Narvaez A., Dominguez E., Katakis I., Katz E., Ranjit K.T., Ben-Dov I., Willner I. Microperoxidase-11-mediated reduction of hemoproteins: electrocatalyzed reduction of cytochrome c, myoglobin and hemoglobin and electrocatalytic reduction of nitrate in the presence of cytochrome-dependent nitrate reductase. Journal of Electroanalytical Chemistry. 430:1997;227-233.
46. Patolsky F., Katz E., Heleg-Shabtai V., Willner I. A crosslinked microperoxidase-11 and nitrate reductase monolayer on a Au-electrode. Chemistry - A European Journal. 4:1998;1068-1073.
47. Rau H.K., Haehnel W. Design, synthesis, and properties of a novel cytochrome b model. Journal of the American Chemistry Society. 120:1998;468-476.
48. Riklin A., Katz E., Willner I., Stocker A., Bückmann A.F. Improving enzyme-electrode contacting by redox modification of cofactors. Nature. 376:1995;672-675.
49. Robertson D.E., Farid R.S., Moser C.C., Urbauer J.L., Mulholland S.E., Pidikiti R., Lear J.D., Wand A.J., DeGrado W.F., Dutton P.L. Design and synthesis of multi-haem proteins. Nature. 368:1994;425-432.
50. + bound to different matrices through the amino group in the 6-position. European Journal of Biochemistry. 67:1976;295-302.
51. +-dependent enzymes using pyrroloquinoline quinone-enzyme electrodes in a self-assembled monolayer configuration: design of a new class of amperometric biosensors. Analytical Chemistry. 66:1994;1535-1539.
52. Willner I., Katz E., Willner B. Electrical contact of redox enzyme layers associated with electrodes: routes to amperometric biosensors. Electroanalysis. 9:1997;965-977.
53. Willner I., Katz E., Lapidot N., Bäuerle P. Bioelectrocatalysed reduction of nitrate utilizing polythiophene bipyridinium enzyme electrodes. Bioelectrochemistry and Bioenergetics. 29:1992;29-45.
54. Willner I., Riklin A., Shoham B., Rivenzon D., Katz E. Development of novel biosensor enzyme-electrodes: glucose oxidase multilayer arrays immobilized onto self-assembled monolayers on electrodes. Advanced Materials. 5:1993;912-915.
55. Willner I., Lapidot N., Riklin A., Kasher R., Zahavy E., Katz E. Electron transfer communication in glutathione reductase assemblies: electrocatalytic, photocatalytic and catalytic systems for the reduction of oxidized glutathione. Journal of the American Chemical Society. 116:1994;1428-1441.
56. Willner I., Lion-Dagan M., Marx-Tibbon S., Katz E. Bioelectrocatalized amperometric transduction of optical signals using monolayer-modified Au-electrodes. Journal of the American Chemical Society. 117:1995;6581-6592.
57. Willner I., Heleg-Shabtai V., Blonder R., Katz E., Tao G., Bückmann A.F., Heller A. Electrical wiring of glucose oxidase by reconstitution of FAD-modified monolayers assembled onto Au-electrodes. Journal of the American Chemical Society. 118:1996;10321-10322.
58. Willner I., Katz E., Willner B., Blonder R., Heleg-Shabtai V., Bückmann A.F. Assembly of functionalized monolayers of redox proteins on electrode surfaces: novel bioelectronic and optobioelectronic systems. Biosensors and Bioelectronics. 12:1997;337-356.
59. +-analogs to alcohol and lactate dehydrogenase. Bioorganic Chemistry. 12:1983;45-57.
60. Wrighton M.S. Surface functionalization of electrodes with molecular reagents. Science. 231:1986;32-37.
61. Wring S.A., Hart J.P. Chemically modified, carbon-based electrodes and their application as electrochemical sensors for the analysis of biologically important compounds. Analyst. 117:1992;1215-1229.