Submolecular adventures of brain tyrosine: What are we searching for now?

Amino Acids

Volumn 23, Issue 1-3, 2002, Pages 95-101

  Kochman, A ^a   Koska Cz ^b   Metodiewa, D ^b  

^a WROCLAW MEDICAL UNIVERSITY   (Poland)

^b LODZ UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Generalized stress; Mechanisms; Neural disorders; Nitration; Oxidation; Tyrosine

Indexed keywords

3 NITROTYROSINE; LIPID PEROXIDE; NITROGEN; PEROXYNITRITE; PROTEIN TYROSINE KINASE; RADICAL; REACTIVE OXYGEN METABOLITE; TYROSINE; TYROSINE 3 MONOOXYGENASE;

AEROBIC METABOLISM; ALZHEIMER DISEASE; AMYOTROPHIC LATERAL SCLEROSIS; APOPTOSIS; BRAIN INJURY; CELL DEATH; CENTRAL NERVOUS SYSTEM; CONFERENCE PAPER; DISEASE ACTIVITY; DISEASE PREDISPOSITION; DOPAMINE METABOLISM; ENZYME ACTIVATION; HYDROXYLATION; IN VITRO STUDY; IN VIVO STUDY; MEDICAL RESEARCH; MOLECULAR BIOLOGY; NERVE CELL; NEUROLOGIC DISEASE; NITRATION; NONHUMAN; OXIDATION; OXIDATION REDUCTION REACTION; OXIDATIVE STRESS; PATHOGENESIS; PEROXIDATION; PRIORITY JOURNAL; PROTEIN DEGRADATION; PROTEIN PHOSPHORYLATION; SIGNAL TRANSDUCTION; STRESS; THEORY;

BRAIN CHEMISTRY; DOPAMINE; FREE RADICALS; HUMANS; MOLECULAR STRUCTURE; NEURODEGENERATIVE DISEASES; REACTIVE OXYGEN SPECIES; TYROSINE;

TYRO;

EID: 0036386811     PISSN: 09394451     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00726-001-0114-6     Document Type: Conference Paper

References (52)

1. Ara J, Przedborski S, Naini AB, Jackson-Lewis V, Trifiletti RR, Horwitz J, Ischiropoulos H (1998) Inactivation of tyrosine hydroxylase by nitration following exposure to peroxynitrite and 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP). Proc Natl Acad Sci USA 95: 7659-7663
2. Bruijn LJ, Beal MF, Becher MW, Schulz JB, Wong PC, Price DL, Cleveland DW (1997) Elevated free nitrotyrosine levels, but not protein-bound nitrotyrosine or hydroxyl radicals, throughout ALS - like disease implicate tyrosine nitration as an aberrant in vivo property of one familiae ALS - linked superoxide dismutase 1 mutant. Proc Natl Acad Sci USA 94: 7606-7611
3. Calzigna L, De Juliis A, Zanatta L (2000) Enzymatic dopamine peroxidation in substantia nigra of human brain. Clin Chim Acta 300: 131-138
4. Cassina AM, Hodara R, Souza JM, Thomson L, Castro L, Ischiropoulos H, Freeman BA, Radi R (2000) Cytochrome c nitration by peroxynitrite. J Biol Chem 275: 21409-21415
5. Clement MV, Ponton A, Pervaiz S (1998) Apoptosis induced by hydrogen peroxide is mediated by decreased superoxide anion concentration and reduction of intracellular milieu. FEBS Lett 440: 13-18
6. Crow JPP, Ye YZ, Strong M, Kirk M, Barnes S, Beckman JS (1997) Superoxide dismutase catalyzes nitration of tyrosines by peroxynitrite in the rod and head domains of neurofilaments. J Neurochem 69: 1945-1953
7. Daiber A, Moehl M, Ulrich V (1998) New aspects in the reaction mechanism of phenol with peroxynitrite: the role of phenoxy radicals. Nitric Oxide 2: 259-269
8. de Grey AD (2000) The reductive hotspot hypothesis: and update. Arch Biochem Biophys 373: 295-301
9. Di Stasi AM, Mallozzi C, Macchia G, Petrucci TC, Minetti M (1999) Peroxynitrite induces tyrosine nitration and modulates tyrosine phosphorylation of synaptic proteins. J Neurochem 73: 727-735
10. Ducrocq C, Blanchard B, Pignatelli B, Ohshima H (1999) Peroxynitrite: an endogenous oxidizing and nitrating agent. Cell Mol Life 55: 1068-1077
11. Eiserich JP, Butler J, van der Vliet A, Cross CE, Halliwell B (1995) Nitric oxide rapidly scavenges tyrosine and tryptophan radicals. Biochem J 310: 745-749
12. Eiserich JP, Patel RP, O'Donnell VB (1998) Pathophysiology of nitric oxide and related species: free radical reactions and modification of biomolecules. Mol Aspects Med 19: 221-357
13. Geha RM, Rebrin I, Chen K, Shih JC (2001) Substrate and inhibitor specificities for human monoamine oxidase A and B are influenced by a single amino acid. J Biol Chem 276: 9877-9882
14. ·- under physiological conditions. How the radicals do the job. J Biol Chem 275: 3031-3036
15. Good PF, Hsu A, Werner P, Peri DP, Hanow CW (1998) Protein nitration in Parkinson's disease. J Neuropathol Exp Neurol 57: 338-342
16. Goodwin DC, Gunther MR, Hsi LC, et al (1998) Nitric oxide trapping of tyrosyl radicals generated during PGHS turnover. Detection of the radical derivative of tyrosine 385. J Biol Chem 273: 8903-8909
17. Gow AJ, Duran D, Malcolm S, Ischiropoulos H (1996) Effect of peroxynitrite - induced protein modifications on tyrosine phosphorylation and degradation. FEBS Lett 385: 63-66
18. Gunther MR, Hsi LC, Curtis IF, et al (1997) Nitric oxide trapping of the tyrosyl radical by PGHS-22 leads to tyrosine iminoxyl radical and nitrotyrosine formation. J Biol Chem 272: 17086-17090
19. Guittet O, Roy B, Lepoivre M (1999) Nitric oxide: a radical molecule in quest of free radicals in proteins. Cell Mol Life Sci 55: 1054-1067
20. Krainev AG, Williams TD, Bigelow D (1998) Enzymatic reduction of 3-nitrotyrosine generates superoxide. Chem Res Toxicol 11: 495-502
21. ·- within the hydrophobic interior of biological membranes. Proc Natl Acad Sci USA 95: 2175-2179
22. Lymar S, Jiang Q, Hurst JK (1996) Mechanism of carbon dioxide-catalyzed oxidation of Tyr by peroxynitrite. Biochemistry 24: 7855-7861
23. Mac Millan-Crow LA, Crow IP, Thompson IA (1998) Peroxynitrite mediated inactivation of manganese superoxide dismutase involves nitration and oxidation of critical tyrosine residues. Biochemistry 37: 1613-1622
24. Metodiewa D (1998) Molecular mechanism of cellular injury produced by neurotoxic amino acids that generate reactive oxygen species. Amino Acids 14: 181-187
25. Metodiewa D, Dunford HB (1993) Medical aspects and techniques for peroxidases and catalases. In: Scott G (ed) Atmospheric oxidation and antioxidants vol 3. Elsevier, Amsterdam, pp 287-332
26. Metodiewa D, Kośka Cz (2000) Reactive oxygen species and reactive nitrogen species: relevance to cyto(neuro) toxic events and neurologic disorders. An Overview. Neurotoxicity Research 1: 197-233
27. Mihm MJ, Schanbacher BL, Wallace BL, Wallace LJ, Uretsky NJ, Bauer IA (2001) Free 3-nitrotyrosine causes striatal neurodegeneration in vivo. J Neurosci 21: RC 149
28. Minetti M, Pietraforte D, Carbone V, Salzano AM, Scorza G, Marino G (2000) Scavenging of peroxynitrite by oxyhemoglobin and identification of modified globin residues. Biochemistry 39: 6689-6697
29. Nakaki T, Fujii T (1999) Nitration modifying function of proteins, hormones and neurotransmitters. Jpn J Pharmacol 79: 125-129
30. Pennathur S, Jackson-Lewis V, Przedborski S, Heinecke JW (1999) Mass spectrometric quantification of 3-nitrotyrosine, ortho-tyrosine, and o,o'-dityrosine in brain tissue of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-treated mice, a model of oxidative stress in Parkinson's disease. J Biol Chem 274: 34621-34628
31. Pfeiffer S, Mayer B (1998) Lack of tyrosine nitration by peroxynitrite generated at physiological pH. J Biol Chem 273: 27280-27285
32. Pfeiffer S, Schmidt K, Mayer B (2000) Dityrosine formation outcompetes tyrosine nitration at low steady-state concentrations of peroxynitrite. Implications for tyrosine modification by nitric oxide/superoxide in vivo. J Biol Chem 275: 6346-6352
33. Pichorner H, Metodiewa D, Winterbourn CC (1995) Generation of superoxide and tyrosine peroxide as a result of tyrosyl radical scavenging by glutathione. Arch Bioch Biophys 323: 429-437
34. Pong K, Doctorow SR, Baudry M (2000) Prevention of 1-methyl-4-phenylpyridinium and 6-hydroksydopamine -induced nitration of tyrosine hydroxylase and neurotoxicity by EUK-134, a superoxide dismutase and catalase mimetic, in cultured dopaminergic neurons. Brain Res 881: 182-189
35. Prütz WA, Monig H, Butler J, Land EJ (1985) Reactions of nitrogen dioxide in aqueous model systems: oxidation of tyrosine units in peptides and proteins. Arch Biochem Biophys 243: 125-134
36. Reiter CD, Teng RJ, Beckman JS (2000) Superoxide reacts with nitric oxide to nitrate tyrosine at physiological pH via peroxynitrite. J Biol Chem 275: 32460-32466
37. Riedel G, Micheau J (1999) Introduction: molecular mechanisms of memory formation - from receptor activation to synaptic changes. Cell Mol Life Sci 55: 521-524
38. Santos CXC, Bonini MG, Augusto O (2000) Role of the carbonate radical anion in tyrosine nitration and hydroxylation by peroxynitrite. Arch Biochem Biophys 377: 146-152
39. Savenkova MJ, Mueller DM, Heinecke JW (1994) Tyrosyl radical generated by myeloperoxidase is a physiological catalyst for the initiator of lipid peroxidation of low density lipoprotein. J Biol Chem 269: 20394-20400
40. Sawa T, Akaike T, Maeda H (2000) Tyrosine nitration by peroxynitrite formed from nitric oxide and superoxide generated by xanthine oxidase. J Biol Chem 275: 32467-32474
41. Smith KJ, Kapoor R, Felts PA (1999) Demyelination: the role of reactive oxygen and nitrogen species. Brain Pathol 9: 69-92
42. Smith MA, Ninomura A, Zhu X, Takeda A, Perry G (2000) Metabolic, metallic and mitotic sources of oxidative stress in Alzheimer disease. Antioxid Redox Signal 2: 413-420
43. Souza JM, Daikhin E, Yudkoff M, Raman CS, Ischiropoulos H (1999) Factors determining the selectivity of protein tyrosine nitration. Arch Biochem Biophys 371: 169-178
44. Souza JM, Choi I, Chen Q, et al (2000) Proteolytic degradation of tyrosine nitrated proteins. Arch Biochem Biophys 380: 360-366
45. Squadrito GL, Pryor WA (1998) Oxidative chemistry of nitric oxide: the roles of superoxide, peroxynitrite and carbon dioxide. Free Rad Biol Med 25: 392-403
46. Stanbro WD (1999) A kinetic model of the system: tyrosyl radical-nitrogen oxide and superoxide ion. J Theor Biol 197: 557-567
47. Tien M (1999) Myeloperoxidase-catalyzed oxidation of tyrosine. Arch Biochem Biophys 367: 61-66
48. Torreilles F, Salman-Tabcheh S, Guerin M-C, Torreilles J (1999) Neurodegenerative disorders: the role of peroxynitrite. Brain Res Rev 30: 153-163
49. van Dalen CJ, Winterbourn CC, Senthilmohan R, Kettle AJ (2000) Nitrite as a substrate and inhibitor of myeloperoxidase. Implications for nitration and hypochlorous acid production sites of inflammation. J Biol Chem 275: 11638-11644
50. van der Vliet A, Eiserich JP, O'Neill CA, Halliwell B, Cross CE (1995) Tyrosine modification by reactive nitrogen species: a closer look. Arch Biochem Biophys 319: 341-349
51. Winterbourn CC, Pichorner H, Kettle AJ (1997) Myeloperoxidase-dependent generation of a tyrosine peroxide by neutrophils. Arch Biochem Biophys 338: 15-21
52. Zhang H, Joseph J, Felix C, Kalyanaraman B (2000) Bicarbonate enhances the hydroxylation, nitration and peroxidation reactions catalyzed by copper, zinc superoxide dismutase. Intermediacy of carbonate anion radical. J Biol Chem 275: 14038-14045