Hydroxyl-radical production in physiological reactions. A novel function of peroxidase

European Journal of Biochemistry

Volumn 260, Issue 3, 1999, Pages 726-735

  Chen, Si Xue ^b   Schopfer, Peter ^a  

^a UNIVERSITY OF FREIBURG   (Germany)

^b NONE

Author keywords

Fenton reaction; Hydrogen peroxide; Hydroxyl radical; Peroxidase; Superoxide radical

Indexed keywords

HYDROGEN PEROXIDE; HYDROXYL RADICAL; PEROXIDASE; SUPEROXIDE DISMUTASE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME STRUCTURE; FLUORESCENCE; OXIDATION; PRIORITY JOURNAL; PROTEIN DEGRADATION; STRUCTURE ACTIVITY RELATION;

ENZYME INHIBITORS; HORSERADISH PEROXIDASE; HYDROGEN PEROXIDE; HYDROXYL RADICAL; SUPEROXIDES;

EID: 2642565930     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1432-1327.1999.00199.x     Document Type: Article

References (50)

1. Halliwell, B. & Gutteridge, J.M.C. (1989) Free Radicals in Biology and Medicine, 2nd ed. Clarendon Press, Oxford, UK.
2. Halliwell, B. & Gutteridge, J.M.C. (1992) Biologically relevant metal ion-dependent hydroxyl radical generation. An update. FEBS Lett. 307, 108-112.
3. Hippeli, S. & Elstner, E.F. (1997) OH-radical-type reactive oxygen species: a short review on the mechanisms of OH-radical and peroxynitrite toxicity. Z. Naturforsch. 52c, 555-563.
4. Halliwell, B. & Gutteridge, J.M.C. (1984) Oxygen toxicity, oxygen radicals, transition metals and disease. Biochem. J. 219, 1-14.
5. Desesso, J.M., Scialli, A.R. & Goeringer, G.C. (1994) D-Mannitol, a specific hydroxyl free radical scavenger, reduces the developmental toxicity of hydroxyurea in rabbits. Teratologia 49, 248-259.
6. 2. FEBS Lett. 128, 339-342.
7. Babbs, C.F., Pham, J.A. & Coolbaugh, R.C. (1989) Lethal hydroxyl radical production in paraquat-treated plants. Plant Physiol. 90, 1267-1270.
8. Del Maestro, R.F., Thaw, H.H., Björk, J., Planker, M. & Arfors, K.-E. (1980) Free radicals as mediators of tissue injury. Acta Physiol. Scand. Suppl. 492, 43-57.
9. Tiedemann, A.v. (1997) Evidence for a primary role of active oxygen species in induction of host cell death during infection of bean leaves with Botrytis cinerea. Physiol. Mol. Plant Patrol. 50, 151-166.
10. McCormick, M.L., Roeder, T.L., Railsback, M.A. & Britigan, B.E. (1994) Eosinophil peroxidase-dependent hydroxyl radical generation by human eosinophils. J. Biol. Chem. 269, 27914-27919.
11. Brawn, K. & Fridovich, I. (1980) Superoxide radical and superoxide dismutases: threat and defense. Acta Physiol. Scand. Suppl. 492, 9-18.
12. Stadtman, E.R. (1993) Oxidation of free amino acids and amino acid residues in proteins by radiolysis and by metal-catalyzed reactions. Annu. Rev. Biochem. 62, 797-821.
13. Tien, M., Svingen, B.A. & Aust., S.D. (1982) An investigation into the role of hydroxyl radical in xanthiue oxidase-dependent lipid peroxidation. Arch. Biochem. Biophys. 216, 142-151.
14. Halliwell, B. & Gutteridge, J.M.C. (1986) Oxygen free radical and iron in relation to biology and medicine: some problems and concepts. Arch. Biochem. Biophys. 246, 501-514.
15. McCord, J.M. & Day, E.D. (1978) Superoxide-dependent production of hydroxyl radical catalyzed by iron-EDTA complex. FEBS Lett. 86, 139-142.
16. Welinder, K.G. (1992) Superfamily of plant, fungal and bacterial peroxidases. Curr. Opin. Struct. Biol. 2, 388-393.
17. Prasad, T.K., Anderson, M.D., Martin, B.A. & Steward, C.R. (1994) Evidence for chilling-induced oxidative stress in maize seedlings and a regulatory role for hydrogen peroxide. Plant Cell 6, 65-74.
18. Yokota, K. & Yamazaki, I. (1965) Reaction of peroxidase with reduced nicotinamide-adenine dinucleotide and reduced nicotinamide-adenine dinucleotide phosphate. Biochim. Biophys. Acta 105, 301-312.
19. Metodiewa, D., de Melo, M.P., Escobar, J.A., Cilento, G. & Dunford, H.B. (1992) Horseradish peroxidase-catalyzed aerobic oxidation and peroxidation of indole-3-acetic acid. Arch. Biochem. Biophys. 296, 27-33.
20. Halliwell, B. (1978) Superoxide-dependent formation of hydroxyl radicals in the presence of iron chelates. Is it a mechanism for hydroxyl radical production in biochemical systems? FEBS Lett. 92, 321-326.
21. Halliwell, B. & Ahluwalia, S. (1976) Hydroxylation of p-coumaric acid by horseradish peroxidase. The role of superoxide and hydroxyl radicals. Biochem. J. 153, 513-518.
22. Halliwell, B. (1977) Generation of hydrogen peroxide, superoxide and hydroxyl radicals during the oxidation of dihydroxyfumaric acid by peroxidase. Biochem. J. 163, 441-448.
23. Dordick, J.S., Klibanov, A.M. & Marletta, M.A. (1986) Horseradish proxidase catalyzed hydroxylations: mechanistic studies. Biochemistry 25, 2946-2951.
24. Hohl, M. & Schopfer, P. (1995) Rheological analysis of viscoelastic cell wall changes in maize coleoptiles as affected by auxin and osmotic stress. Physiol. Plant. 94, 499-505.
25. Everse J., Everse, K.E. & Grisham, M.B. (eds) (1990/1991) Peroxidases in Chemistry and Biology, Vols 1 and 2. CRC Press, Boca Raton, USA.
26. Gross, G.G., Janse, C. & Elstner, E.F. (1977) Involvement of malate, monophenols, and the superoxide radical in hydrogen peroxide formation by isolated cell walls from horseradish (Armoracia lapathifolia Gilib.). Planta 136, 271-276.
27. Gutteridge, J.M.C. (1987) Ferrous-salt-promoted damage to deoxyribose and benzoate. The increased effectiveness of hydroxyl-radical scavengers in the presence of EDTA. Biochem. J. 243, 709-714.
28. Halliwell, B., Grootveld, M. & Gutteridge, J.M.C. (1988) Methods for the measurement of hydroxyl radicals in biochemical systems: deoxyribose degradation and aromatic hydroxylation. Meth Biochem. Anal. 33, 59-90.
29. Yokota, K. & Yamazaki, I. (1977) Analysis and computer simulation of aerobic oxidation of reduced nicotinamid adenine dinucleotide catalyzed by horseradish peroxidase. Biochemistry 16, 1913-1920.
30. Kohler, H., Taurog, A. & Dunford, H.B. (1988) Spectral studies with lactoperoxidase and thyroid peroxidase: interconversion between native enzyme, compound II, and compound III. Arch. Biochem. Biophys. 264, 438-449.
31. Nakajima, R. & Yamazaki, I. (1987) The mechanism of oxyperoxidase formation from ferryl peroxidase and hydrogen peroxide. J. Biol. Chem. 262, 2576-2581.
32. Schmall, A.W., Gorman, L.S. & Dordick, J.S. (1989) Ligninase-catalyzed hydroxylation of phenols. Biochim. Biophys. Acta 999, 267-272.
33. Halliwell, B. & Gutteridge, J.M.C. (1981) Formation of thiobarbituric-acid-reactive substance from deoxyribose in the presence of iron salts. FEBS Lett. 128, 347-352.
34. Zancani, M., Nagy, G., Vianello, A. & Macri, F. (1995) Copper-inhibited NADH-dependent peroxidase activity of purified soya bean plasma membranes. Phytochem. 40, 367-371.
35. Gutteridge, J.M.C., Richmond, R. & Halliwell, B. (1979) Inhibition of the iron-catalyzed formation of hydroxyl radicals from superoxide and of lipid peroxidation by desferrioxamine. Biochem. J. 184, 469-472.
36. 2-reducing activity of horseradish peroxidase by diphenyleneiodonium. Phytochem. 48, 223-227.
37. Gutteridge, J.M.C. (1984) Reactivity of hydroxyl and hydroxyl-like radicals discriminated by release of thiobarbituric-reactive material from deoxy sugars, nucleosides and benzoate. Biochem. J. 224, 761-767.
38. Rowley, D.A. & Halliwell, B. (1982) Superoxide-dependent formation of hydroxyl radicals from NADH and NADPH in the presence of iron salts. FEBS Lett. 142, 39-41.
39. Halliwell, B. (1978) Lignin synthesis: the generation of hydroxgen peroxide and superoxide by horseradish peroxidase and its stimulation by manganese(II) and phenols. Planta 140, 81-88.
40. Pichorner, H., Couperus, A., Korori, A.A. & Ebermann, R. (1992) Plant peroxidase has a thiol oxidase function. Phytochem. 31, 3371-3376.
41. Halliwell, B. & Foyer, C.H. (1976) Ascorbic acid, metal ions and the superoxide radical. Biochem. J. 155, 697-700.
42. Lamb, C. & Dixon, R.A. (1997) The oxidative burst in plant disease resistance. Annu. Rev. Plant Physiol. Plant Mol. Biol. 48, 251-275.
43. Vianello, A., & Macri, F. (1991) Generation of superoxide anion and hydrogen peroxide at the surface of plant cells. J. Bioenerg. Biomembr. 23, 409-423.
44. Ogawa, K., Kanematsu, S. & Asada, K. (1997) Generation of superoxide anion and localization of CuZn-superoxide dismutase in the vascular tissue of spinach hypocotyls: their association with lignification. Plant Cell Physiol. 38, 1118-1126.
45. Frahry, G. & Schopfer, P. (1998) Hydrogen peroxide production by roots and its stimulation by exogenous NADH. Physiol. Plant. 103, 395-404.
46. Zs.-Nagy, I. & Nagy, K. (1980) On the role of cross-linking of cellular proteins in aging. Mech. Ageing Devel. 14, 245-251.
47. Kay, L.E. & Basile, D.V. (1987) Specific peroxidase isoenzymes are correlated with organogenesis. Plant Physiol. 84, 99-105.
48. Reid, I.D. (1995) Biodegradation of lignin. Can. J. Bot. 73, S1011-S1018.
49. Kunishima, N., Fukuyama, K., Matsubara, H., Hatanaka, H., Shibano, Y. & Amachi, T. (1994) Crystal structure of the fungal peroxidase from Arthromyces ramosus at 1.9 Å resolution. Structural comparison with the lignin and cytochrome c peroxidases. J. Mol. Biol. 235, 331-344.
50. Müsel, G., Schindler, T., Bergfeld, R., Ruel, K., Jacquet, G., Lapierre, C., Speth, V. & Schopfer, P. (1997) Structure and distribution of lignin in primary and secondary celt walls of maize coleoptiles analyzed by chemical and immunological probes. Planta 201, 146-159.