Glucose oxidase from Aspergillus niger: The mechanism of action with molecular oxygen, quinones, and one-electron acceptors

International Journal of Biochemistry and Cell Biology

Volumn 37, Issue 4, 2005, Pages 731-750

  Leskovac, V ^a   Trivic S ^b   Wohlfahrt, G ^c   Kandrac J ^d   Pericin D ^a  

^a Faculty of Technology   (Serbia)

^b UNIVERSITY OF NOVI SAD   (Serbia)

^c ORION CORPORATION   (Finland)

^d Faculty of Agriculture

Author keywords

Aspergillus niger; Glucose oxidase; Mechanism of action of enzymes

Indexed keywords

GLUCOSE OXIDASE; OXYGEN; QUINONE DERIVATIVE;

CATALYSIS; CATALYST; ELECTRON; ELECTRON TRANSPORT; ENZYME ACTIVE SITE; ENZYME ISOLATION; ENZYME MECHANISM; ENZYME SPECIFICITY; ENZYME SUBSTRATE; ENZYME SUBSTRATE COMPLEX; HUMAN; KINETICS; MATHEMATICAL MODEL; MOLECULAR MODEL; NONHUMAN; OXIDATION KINETICS; PH MEASUREMENT; PROTON TRANSPORT; REVIEW;

ASPERGILLUS; ASPERGILLUS NIGER;

EID: 13444310821     PISSN: 13572725     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.biocel.2004.10.014     Document Type: Review

References (73)

1. E.C. Adams, R.L. Mast, and A.H. Free Specificity of glucose oxidase Archives of Biochemistry and Biophysics 91 1960 230 234
2. M. Alvarez-lcaza, H.M. Kalisz, H.J. Hecht, K.-D. Aumann, D. Schomburg, and R.D. Schmid The design of enzyme sensors based on the enzyme structure Biosensors and Bioelectronics 10 1995 735 742
3. P. Alzari, N. Anicet, C. Bourdillon, J. Moiroux, and J.-M. Saveant Molecular recognition of artificial single-electron acceptor cosubstrates by glucose oxidase Journal of the American Chemical Society 118 1996 6788 6789
4. P.N. Bartlett, P. Tebutt, and R.G. Whitaker Kinetic aspects of the use of modified electrodes as mediators in bioelectrochemistry Progress in Reaction Kinetics 16 1991 55 155
5. R. Bentley Glucose oxidase P.D. Boyer H. Lardy K. Myrback The Enzymes vol. 7 1963 Academic Press London 567 586
6. J.N. Betts, D.N. Beratan, and J.N. Onuchic A search algorithm for mapping tunnelling pathways in proteins Journal of the American Chemical Society 114 1992 4043 4046
7. V.A. Bogdanovksaya, M.R. Tarasevich, R. Hintsche, and F. Scheller Electrochemical transformations of proteins adsorbed at carbon electrodes Bioelectrochemistry and Bioenergetics 19 1988 581 584
8. J.R. Bolton, and M.D. Archer J.R. Bolton N. Mataga G. McLendon Electron transfer in inorganic, organic and biological system, No. 228, Advances in Chemistry Series 1991 American Chemical Society Washington, DC 7 23
9. C. Bourdillon, C. Denaille, J. Moiroux, and J.-M. Saveant New insight into the enzymatic catalysis of the oxidation of glucose by native and recombinant glucose-oxidase mediated by electrochemically generated one-electron redox cosubstrates Journal of the American Chemical Society 115 1993 2 10
10. H.J. Bright, and M. Appleby The pH dependence of the individual steps in the glucose oxidase reaction Journal of Biological Chemistry 244 1969 3625 3634
11. H.J. Bright, and Q.H. Gibson The oxidation of 1-deuterated glucose by glucose oxidase Journal of Biological Chemistry 242 1967 994 1003
12. H.J. Bright, and D.J.T. Porter 3rd ed. P.D. Boyer Flavoprotein oxidases, The Enzymes vol. 12 1975 Academic Press New York 421 505
13. A.E.G. Cass, G. Davis, G.D. Francis, H.A.O. Hill, W.J. Aston, and I.J. Higgins Ferrocene-mediated enzyme electrode for amperometric determination of glucose Analytical Chemistry 56 1984 667 671
14. T.W. Chan, and T.C. Bruice One and two electron transfer reactions of glucose oxidase Journal of the American Chemical Society 99 1977 2387 2389
15. W.W. Cleland The kinetics of enzyme-catalyzed reactions with two or more substrates or products Biochimica et Biophysica Acta 67 1963 104 137
16. Y. Degani, and A. Heller Direct electrical communication between chemically modified enzymes and metal electrodes. I. Eletron transfer from glucose oxidase to metal electrodes via electron relays, bound covalently to enzyme Journal of Physical Chemistry 91 1987 1285 1289
17. 2-Affinity of flavin radical species as studied by pulse radiolysis FEBS Letter 51 1975 47 51
18. N.J. Forrow, G.S. Sanghera, and S.J. Walters The influence of structure in the reaction of electrochemically generated ferrocenium derivatives with reduced glucose oxidase Journal of the Chemical Society-Dalton Transactions 2002 3187 3194
19. N.J. Forrow, and S.J. Walters Transition metal half-sandwich complexes as redox mediators to glucose oxidase Biosensors and Bioelectronics 19 2004 763 770
20. K.R. Frederick, J. Tung, R.S. Emerick, F.R. Masiarz, S.H. Chamberlain, and A. Vasavada Glucose oxidase from Aspergillus niger Journal of Biological Chemistry 265 1990 3793 3802
21. Q.H. Gibson, B.E.P. Swoboda, and V. Massey Kinetics and mechanism of action of glucose oxidase Journal of Biological Chemistry 239 1964 3927 3934
22. M.D. Gouda, S.A. Singh, A.G. Appu Rao, M.S. Thakur, and N.G. Karanth Thermal inactivation of glucose oxidase Journal of Biological Chemistry 278 2003 24324 24333
23. S. Hayashi, and S. Nakamura Multiple forms of glucose oxidase with different carbohydrate compositions Biochimica et Biophysica Acta 657 1981 40 51
24. H.J. Hecht, H.M. Kalisz, J. Hendle, R.D. Schmid, and D. Schomburg Crystal structure of glucose oxidase from Aspergillus niger refined at 2.3 Å resolution Journal of Molecular Biology 229 1993 153 172
25. M.N. Jones, P. Manley, and A. Wilkinson The dissociation of glucose oxidase by sodium n-dodecyl sulphate Biochemical Journal 203 1982 285 291
26. H.M. Kalisz, H.J. Hecht, D. Schomburg, and R.D. Schmid Crystallization and preliminary X-ray diffraction studies of a deglycosylated glucose oxidase from Aspergillus niger Journal of Molecular Biology 213 1990 207 209
27. M. Kriechbaum, H.J. Heilmann, F.J. Wientges, M. Hahn, K.-D. Jany, and H.G. Gassen Cloning and DNA sequence analysis of the glucose oxidase gene from Aspergillus niger NRRL-3 FEBS Letter 255 1989 63 66
28. J. Kulys, T. Buch Rasmussen, K. Bechgaard, J. Marcinkeviciene, J.B. Christensen, and H.E. Hansen Kinetics of glucose oxidase catalyzed electron transfer mediated by sulfur and selenium compounds FEBS Letter 329 1993 205 209
29. A. Kunst, B. Draeger, and J. Ziegenhorn Colorimetric methods with glucose oxidase and peroxidase H.U. Bergmeyered Methods of Enzymatic Analysis 3rd ed. 1984 Verlag Chemie Weinheim, Germany
30. J.R. Lakowicz, and G. Weber Quenching of protein fluorescence by oxygen. Detection of structural fluctuations in proteins in the nanosecond time scale Biochemistry 12 1973 4171 4179
31. V. Leskovac Comprehensive Enzyme Kinetics 2003 Kluwer Academic/Plenum Publishers New York
32. V. Leskovac, J. Svirčević, and M. Radulović The oxidative part of the glucose oxidase reaction International Journal of Biochemistry 27 1989 1083 1088
33. E. Liaudet, F. Battaglini, and E.J. Calvo Electrochemical study of sulphonated ferrocenes as redox mediators in enzyme electrodes Journal of Electroanalytical Chemistry and Interfacial Electrochemistry 293 1990 55 68
34. M. Mao, N. Mano, and A. Heller Long tethers binding redox centers to polymer backbones enhance electron transport in enzyme "Wiring" hydrogels Journal of the American Chemical Society 125 2003 4951 4957
35. R.A. Marcus, and N. Sutin Electron transfers in chemistry and biology Biochimica et Biophysica Acta 81 1985 265 322
36. D. Müller Oxidation von Glukose mit Extrakten aus Aspegillus niger Biochemische Zeitschrift 1928 199
37. S. Nakamura, and Y. Ogura Action mechanism of glucose oxidase of Aspergillus niger Journal of Biochemistry (Tokyo) 63 1968 308 316
38. J.N. Onuchic, D.N. Beratan, J.R. Winkler, and H.B. Gray Pathway analysis of protein electrontransfer reactions Annual Review of Biophysics and Biomolecular Structure 21 1992 349 377
39. B.A. Palfrey, D.P. Ballou, and V. Massey J.S. Valentine C.S. Foote A. Greenberg J.F. Liebman Active Oxygen in Biochemistry 1995 Chapman & Hall New York 37 83
40. J. Pazur, and K. Kleppe The oxidation of glucose and related compounds by glucose oxidase from Aspergillus niger Biochemistry 3 1964 578 583
41. J.H. Pazur, K. Kleppe, and A. Cepure A glycoprotein structure for glucose oxidase from Aspergillus niger Archives of Biochemistry and Biophysics 111 1965 351 357
42. R. Prabhakar, P.E.M. Siegbahn, and B.F. Minaev A theoretical study of the dioxygen activation by glucose oxidaseand copper amine oxidase Biochimica et Biophysica Acta 1647 2003 173 178
43. R. Prabhakar, P.E.M. Siegbahn, B.F. Minaev, and H. Agren Activation of triplet dioxygen by glucose oxidase: spin-orbit coupling in the superoxide ion Journal of Physical Chemistry B 106 2002 3742 3750
44. M in enzyme reactions. Rate constants for the association of chymotrypsin with substrates Biochemistry 23 1973 4713 4719
45. 2 by the flavoprotein glucose oxidase Proceedings of the National Academy of Sciences of the United States of America 100 2003 62 67
46. 2XY] complexes Journal of Molecular Catalysis B-Enzymatic 11 2000 139 145
47. + complexes by d-glucose (M = Os and Ru, LL = 2,2′-bipyridine and 1,10-phenanthroline type ligands) Journal of Biological Inorganic Chemistry 4 1999 175 182
48. C. Sanner, P. Macheroux, H. Ruterjans, F. Muller, and A. Bacher 15N and 13C NMR investigations of glucose oxidase from Aspergillus niger European Journal of Biochemistry 796 1991 663 672
49. D.T. Sawyer D.T. Sawyer Oxygen Chemistry 1991 Oxford University Press New York 34
50. S.L. Seymour, and J.P. Klinman Comparison of rates and kinetic isotope effects using PEG-modified variants and glycoforms of gucose oxidase Bochemistry 47 2002 8747 8758
51. W. Schuhmann, T.J. Ohara, H.-L. Schmidt, and A. Heller Electron transfer between glucose oxidase and electrodes via redox mediators bound with flexible chains to the enzyme surface Journal of the American Chemical Society 113 1991 1394 1397
52. V. Shklover, S.M. Zakeeruddin, R. Nesper, D. Fraser, and M. Grätzel Tris(4,4′-dimethoxy-2,2′-bipyridine)osmium(II), amperometric properties and crystal structure Inorganica Chimica Acta 274 1998 64 72
53. M.T. Stankovich, L.M. Schopfer, and V. Massey Determination of glucose oxidase oxidation-reduction potentials and the oxygen reactivity of fully reduced and semiquinoid forms Journal of Biological Chemistry 253 1978 4971 4979
54. Q. Su, and J.P. Klinman Nature of oxygen activation in glucose oxidase from Aspergillus niger. The importance of electrostatic stabilization in superoxide formation Biochemistry 38 1999 8572 8581
55. Svirčević, J. (1987) MSc Thesis, Faculty of Technology, Novi Sad.
56. B.E.P. Swoboda, and V. Massey Purification and properties of the glucose oxidase from Aspergillus niger Journal of Biological Chemistry 240 1965 2209 2215
57. A. Szuks, G.D. Hittchens, and J.O.M. Bockris Electrochemical reactions of glucose oxidase at graphite electrodes Bioelectrochemistry and Bioenergetics 21 1989 133 148
58. K. Takegawa, K. Fujiwara, S. Iwahara, K. Yamamoto, and T. Tochikura Effect of deglycosylation of N-linked sugar chains on glucose oxidase from Aspergillus niger Biochemistry and Cell Biology 67 1989 460 464
59. K. Takegawa, A. Kondo, H. Iwamoto, K. Fujiwara, Y. Hosokawa, and I. Kato Novel oligomannose-type sugar chains derived from glucose oxidase of Aspergillus niger Journal of Biochemistry International 25 1991 181 190
60. + Journal of Electroanalytical Chemistry 396 1995 511 515
61. S. Trivić, V. Leskovac, J. Zeremski, M. Vrvic, and G. Winston Bioorganic mechanism of the formation of free radicals catalyzed by glucose oxidase Bioorganic Chemistry 30 2002 95 106
62. H. Tsuge, O. Natsuaki, and K. Ohashi Purification, properties, and molecular features of glucose oxidase from Aspergillus niger Journal of Biochemistry (Tokyo) 78 1975 835 843
63. a of an essential acidic group on glucose oxidase Biochemistry 20 1981 7182 7185
64. C.S.J. Walpole, and R. Wrigglesworth M.I. Page A. Williams Oxido-reductase-flavoenzymes. Enzyme Mechanisms 1987 Royal Society of Chemistry London 506 522
65. M.K. Weibel, and H.J. Bright The glucose oxidase mechanism. Interpretation of the pH dependence Journal of Biological Chemistry 246 1971 2734 2744
66. R. Wilson, and A.P.F. Turner Glucose oxidase: an ideal enzyme Biosensors & Bioelectronics 7 1992 165 185
67. Witt, S. (1997) Untersuchungen der Glucoseoxidase aus Penicillium amagasakinese auf molekularer Ebene. Ph.D. Thesis, University of Hanover, Germany.
68. Wohlfahrt, G. (2004) Unpublished experimental results.
69. G. Wohlfahrt, S. Trivić, J. Zeremski, D. Peričin, and V. Leskovac The chemical mechanism of action of glucose oxidase from Aspergillus niger Molecular and Cellular Biochemistry 260 2004 70 84
70. G. Wohlfahrt, S. Witt, J. Hendle, D. Schomburg, H.M. Kalisz, and H.-J. Hecht 1.8 and 1.9 Å Resolution structures of the Penicillium amagasakiense and Aspergillus niger glucose oxidases as a basis for modeling substrate complexes Acta Crystallographica Section D 55 1999 969 977
71. I. Yamazaki, and T. Ohnishi One-electron transfer reactions in biochemical systems. Kinetic analysis of the oxidation-reduction equilibrium between quinol-quinone and ferro-ferricytochrome c Biochimica et Biophysica Acta 112 1966 469 481
72. J.D. Young, and I.A. Nimmo The oxidation of glutathione by a preparation of glucose oxidase from Aspergillus niger Biochemical Journal 130 1972 33
73. S.M. Zakeeruddin, D.M. Fraser, M.-K. Nazeeruddin, and M. Grätzel Towards mediator design: Characterization of tris-(4,4′-substituted-2, 2′-bipyridine) complexes of iron(II), ruthenium(II) and osmium(II) as mediators for glucose oxidase of Aspergillus niger and other redox proteins Journal of Electroanalytical Chemistry 337 1992 253 283