S-thiolation of tyrosine hydroxylase by reactive nitrogen species in the presence of cysteine or glutathione

Antioxidants and Redox Signaling

Volumn 7, Issue 7-8, 2005, Pages 863-869

  Sadidi, Mahdieh ^a   Geddes, Timothy J ^a,b   Kuhn, Donald M ^a,b  

^a WAYNE STATE UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b VETERANS AFFAIRS MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5,5 DIMETHYL 1,3 CYCLOHEXANEDIONE; CYSTEINE; DITHIOTHREITOL; DOPAMINE; GLUTATHIONE; GLUTATHIONE DISULFIDE; GLUTATHIONE TRANSFERASE; NITROGEN DIOXIDE; PEROXYNITRITE; REACTIVE NITROGEN SPECIES; S NITROSOGLUTATHIONE; S NITROSOTHIOL; THIOL DERIVATIVE; TYROSINE 3 MONOOXYGENASE;

ARTICLE; CHEMOLUMINESCENCE; DECOMPOSITION; DOPAMINE METABOLISM; DOPAMINERGIC NERVE CELL; ENZYME ACTIVITY; ENZYME INHIBITION; NITRATION; OXIDATION; OXIDATIVE STRESS; POLYACRYLAMIDE GEL ELECTROPHORESIS; PRIORITY JOURNAL; PROTEIN PROCESSING; PROTEIN S THIOLATION;

BIOTINYLATION; CYSTEINE; DIAMINES; NITRATES; NITRIC OXIDE; OXIDATIVE STRESS; REACTIVE NITROGEN SPECIES; S-NITROSOGLUTATHIONE; SULFHYDRYL COMPOUNDS; TYROSINE 3-MONOOXYGENASE;

EID: 22044436241     PISSN: 15230864     EISSN: None     Source Type: Journal    
DOI: 10.1089/ars.2005.7.863     Document Type: Article

References (40)

1. Ara J, Przedborski S, Naini AB, Jackson-Lewis V, Trifiletti RR, Horwitz J. and Ischiropoulos H. 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, 1998.
2. Balazy M, Kaminski PM, Mao K, Tan J, and Wolin MS. S-Nitroglutathione, a product of the reaction between peroxynitrite and glutathione that generates nitric oxide. J Biol Chem 273: 32009-32015, 1998.
3. Beckman JS, Chen J, Ischiropoulos H, and Crow JP. Oxidative chemistry of peroxynitrite. Methods Enzymol 233: 229-240, 1994.
4. Blanchard-Fillion B, Souza JM, Friel T, Jiang GCT, Vrana K, Sharov V, Barron L, Schoneich C, Quijano C, Alvarez B. Radi R, Przedborski S, Fernando GS, Horwitz J, and Ischiropoulos H. Nitration and inactivation of tyrosine hydroxylase by peroxynitrite. J Biol Chem 276: 46017-46023, 2001.
5. Borges CR, Geddes T, Watson JT, and Kuhn DM. Dopamine biosynthesis is regulated by S-glutathionylation. Potential mechanism of tyrosine hydroxylase inhibition during oxidative stress. J Biol Chem 277: 48295-48302, 2002.
6. Bradford MM. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72: 248-254, 1976.
7. Cotgreave IA and Gerdes RG. Recent trends in glutathione biochemistry-glutathione-protein interactions: a molecular link between oxidative stress and cell proliferation? Biochem Biophys Res Commun 242: 1-9, 1998.
8. Dalle-Donne I, Giustarini D, Rossi R, Colombo R, and Milzani A. Reversible S-glutathionylation of Cys 374 regulates actin filament formation by inducing structural changes in the actin molecule. Free Radic Biol Med 34: 23-32, 2003.
9. Eaton P and Shattock MJ. Purification of proteins susceptible to oxidation at cysteine residues: identification of malate dehydrogenase as a target for S-glutathiolation. Ann N Y Acad Sci 973: 529-532, 2002.
10. Eaton P, Byers HL, Leeds N, Ward MA, and Shattock MJ. Detection, quantitation, purification, and identification of cardiac proteins S-thiolated during ischemia and reperfusion. J Biol Chem 277: 9806-9811, 2002.
11. Eaton P, Wright N, Hearse DJ, and Shattock MJ. Glyceraldehyde phosphate dehydrogenase oxidation during cardiac ischemia and reperfusion. J Mol Cell Cardiol 34: 1549-1560, 2002.
12. Espey MG, Xavier S, Thomas DD, Miranda KM, and Wink DA. Direct real-time evaluation of nitration with green fluorescent protein in solution and within human cells reveals the impact of nitrogen dioxide vs. peroxynitrite mechanisms. Proc Natl Acad Sci USA 99: 3481-3486, 2002.
13. Fitzmaurice PS, Ang L, Guttman M, Rajput AH, Furukawa Y, and Kish SJ. Nigral glutathione deficiency is not specific for idiopathic Parkinson's disease. Mov Disord 18: 969-976, 2003.
14. Fuller W, Parmar V, Eaton P, Bell JR, and Shattock MJ. Cardiac ischemia causes inhibition of the Na/K ATPase by a labile cytosolic compound whose production is linked to oxidant stress. Cardiovasc Res 57: 1044-1051, 2003.
15. Good PF, Hsu A, Werner P, Perl DP, and Olanow CW. Protein nitration in Parkinson's disease. J Neuropathol Exp Neurol 57: 338-342, 1998.
16. Huang KP and Huang FL. Glutathionylation of proteins by glutathione disulfide S-oxide. Biochem Pharmacol 64: 1049-1056, 2002.
17. Humphries KM, Juliano C, and Taylor SS. Regulation of cAMP-dependent protein kinase activity by glutathionylation. J Biol Chem 277: 43505-43511, 2002.
18. Ischiropoulos H. Biological tyrosine nitration: a pathophysiological function of nitric oxide and reactive oxygen species. Arch Biochem Biophys 356: 1-11, 1998.
19. Ischiropoulos H. Biological selectivity and functional aspects of protein tyrosine nitration. Biochem Biophys Res Commun 305: 776-783, 2003.
20. Ji Y, Akerboom TP, Sies H, and Thomas JA. S-Nitrosylation and S-glutathiolation of protein sulfhydryls by S-nitrosoglutathione. Arch Biochem Biophys 362: 67-78, 1999.
21. Klatt P and Lamas S. Regulation of protein function by S-glutathiolation in response to oxidative and nitrosative stress. Eur J Biochem 267: 4928-4944, 2000.
22. Kuhn DM and Geddes TJ. Reduced nicotinamide nucleotides prevent nitration of tyrosine hydroxylase by peroxynitrite. Brain Res 933: 85-89, 2002.
23. Kuhn DM and Geddes TJ. Tetrahydrobiopterin prevents nitration of tyrosine hydroxylase by peroxynitrite and nitrogen dioxide. Mol Pharmacol 64: 946-953, 2003.
24. Kuhn DM, Aretha CW, and Geddes TJ. Peroxynitrite inactivation of tyrosine hydroxylase: mediation by sulfhydryl oxidation, not tyrosine nitration. J Neurosci 19: 10289-10294, 1999.
25. Kuhn DM, Sadidi M, Liu X, Kreipke C, Geddes T, Borges C, and Watson JT. Peroxynitrite-induced nitration of tyrosine hydroxylase: identification of tyrosines 423, 428, and 432 as sites of modification by matrix-assisted laser desorption ionization time-of-flight mass spectrometry and tyrosine-scanning mutagenesis. J Biol Chem 277: 14336-14342, 2002.
26. Kuhn DM, Sakowski SA, Sadidi M, and Geddes TJ. Nitrotyrosine as a marker for peroxynitrite-induced neurotoxicity: the beginning or the end of the end of dopamine neurons? J Neurochem 89: 529-536, 2004.
27. Li J, Huang FL, and Huang KP. Glutathiolation of proteins by glutathione disulfide S-oxide derived from S-nitrosoglutathione. Modifications of rat brain neurogranin/RC3 and neuromodulin/GAP-43. J Biol Chem 276: 3098-3105, 2001.
28. Mathews WR and Kerr SW Biological activity of S-nitrosothiols: the role of nitric oxide. J Pharmacol Exp Ther 267: 1529-1537, 1993.
29. Moszczynska A, Turenne S, and Kish SJ. Rat striatal levels of the antioxidant glutathione are decreased following binge administration of methamphetamine. Neurosci Lett 255: 49-52, 1998.
30. Padgett CM and Whorton AR. Cellular responses to nitric oxide: role of protein S-thiolation/dethiolation. Arch Biochem Biophys 358: 232-242, 1998.
31. Park S, Geddes TJ, Javitch JA, and Kuhn DM. Dopamine prevents nitration of tyrosine hydroxylase by peroxynitrite and nitrogen dioxide: is nitrotyrosine formation an early step in dopamine neuronal damage? J Biol Chem 278: 28736-28742, 2003.
32. Pfeiffer S and Mayer B. Lack of tyrosine nitration by peroxynitrite generated at physiological pH. J Biol Chem 273: 27280-27285, 1998.
33. Poole LB, Karplus PA, and Claiborne A. Protein sulfenic acids in redox signaling. Annu Rev Pharmacol Toxicol 44: 325-347, 2004.
34. Rao RK and Clayton LW. Regulation of protein phosphatase 2A by hydrogen peroxide and glutathionylation. Biochem Biophys Res Commun 293: 610-616, 2002.
35. .-. Free Radic Biol Med 34: 1078-1088, 2003.
36. Tao L and English AM. Protein S-glutathiolation triggered by decomposed S-nitrosoglutathione. Biochemistry 43: 4028-4038, 2004.
37. Torreilles F, Salman-Tabcheh S, Guerin M, and Torreilles J. Neurodegenerative disorders: the role of peroxynitrite. Brain Res Brain Res Rev 30: 153-163, 1999.
38. van der Vliet A, Eiserich JP, Halliwell B, and Cross CE. Formation of reactive nitrogen species during peroxidase-catalyzed oxidation of nitrite. A potential additional mechanism of nitric oxide-dependent toxicity. J Biol Chem 111: 7617-7625, 1997.
39. Viner RI, Williams TD, and Schoneich C. Peroxynitrite modification of protein thiols: oxidation, nitrosylation, and S-glutathiolation of functionally important cysteine residue(s) in the sarcoplasmic reticulum Ca-ATPase. Biochemistry 38: 12408-12415, 1999.
40. Ward NE, Stewart JR, Ioannides CG, and O'Brian CA. Oxidant-induced S-glutathiolation inactivates protein kinase C-alpha (PKC-alpha): a potential mechanism of PKC isozyme regulation. Biochemistry 39: 10319-10329, 2000.