Elevation of Mitochondrial Glutathione by γ-Glutamylcysteine Ethyl Ester Protects Mitochondria Against Peroxynitrite-Induced Oxidative Stress

Journal of Neuroscience Research

Volumn 74, Issue 6, 2003, Pages 917-927

  Drake, Jennifer ^a   Sultana, Rukhsana ^a,b   Aksenova, Marina ^b   Calabrese, Vittorio ^c   Butterfield, D Allan ^a,b  

^a UNIVERSITY OF KENTUCKY   (United States)

^b UNIVERSITY OF KENTUCKY   (United States)

^c UNIVERSITY OF CATANIA   (Italy)

Author keywords

glutamylcysteine ethyl ester; Glutathione; Mitochondria; Oxidative stress; Peroxynitrite

Indexed keywords

2,2' AZOBIS(2 AMIDINOPROPANE); 3 NITROTYROSINE; ANTIOXIDANT; CARBONYL DERIVATIVE; CYTOCHROME C; GAMMA GLUTAMYLCYSTEINE ETHYL ESTER; GLUTATHIONE; OXIDIZING AGENT; PEROXYNITRITE;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DEGENERATIVE DISEASE; DRUG MECHANISM; IN VITRO STUDY; IN VIVO STUDY; MALE; MITOCHONDRION; MITOCHONDRION SWELLING; NERVE CELL CULTURE; NERVE CELL NECROSIS; NEUROPROTECTION; NONHUMAN; OXIDATIVE STRESS; PRIORITY JOURNAL; UPREGULATION;

ANIMALS; CELLS, CULTURED; DIPEPTIDES; DOSE-RESPONSE RELATIONSHIP, DRUG; GERBILLINAE; GLUTATHIONE; MALE; MEMBRANE POTENTIALS; MITOCHONDRIA; OXIDATIVE STRESS; PEROXYNITROUS ACID; RATS; RATS, SPRAGUE-DAWLEY;

EID: 0344980763     PISSN: 03604012     EISSN: None     Source Type: Journal    
DOI: 10.1002/jnr.10810     Document Type: Article

References (44)

1. Adrain C, Martin SJ. 2001. The mitochondrial apoptosome: a killer unleashed by the cytochrome seas. Trends Biochem Sci 26:390-397.
2. Aksenov M, Aksenova M, Butterfield DA, Markesbery WR. 2000. Oxidative modification of creatine kinase BB in Alzheimer's disease brain. J Neurochem 74:2520-2527.
3. Aksenov M, Aksenova MV, Harris ME, Hensley K, Butterfield DA, Carney JM. 1995. Enhancement of beta-amyloid peptide A beta(1-40)-mediated neurotoxicity by glutamine synthetase. J Neurochem 65:1899-1902.
4. Anderson ME, Meister A. 1983. Transport and direct utilization of gamma-glutamylcyst(e)ine for glutathione synthesis. Proc Natl Acad Sci USA 80:707-711.
5. Appaix F, Minatchy M, Riva-Lavieille C, Olivares J, Antonsson B, Saks VA. 2000. Rapid spectrophotometric method for quantitation of cytochrome c release from isolated mitochondria of permeabilized cells revisited. Biochim Biophys Acta 1457:175-181.
6. Berlett BS, Friguet B, Yim MB, Chock PB, Stadtman ER. 1996. Peroxynitrite-mediated nitration of tyrosine residues in Escherichia coli glutamine synthetase mimics adenylylation: relevance to signal transduction. Proc Natl Acad Sci USA 93:1776-1780.
7. Berlett BS, Stadtman ER. 1997. Protein oxidation in aging, disease, and oxidative stress. J Biol Chem 272:20313-20316.
8. Borutaite V, Morkuniene R, Brown GC. 1999. Release of cytochrome c from heart mitochondria is induced by high Ca2+ and peroxynitrite and is responsible for Ca(2+)-induced inhibition of substrate oxidation. Biochim Biophys Acta 1453:41-48.
9. Butterfield DA, Drake J, Pocernich C, Castegna A. 2001. Evidence of oxidative damage in Alzheimer's disease brain: central role for amyloid beta-peptide. Trends Mol Med 7:548-554.
10. Butterfield DA, Lauderback CM. 2002. Lipid peroxidation and protein oxidation in Alzheimer's disease brain: potential causes and consequences involving amyloid beta-peptide-associated free radical oxidative stress. Free Radic Biol Med 32:1050-1060.
11. Butterfield DA, Pocernich C, Drake J. 2002. Elevated glutathione as a therapeutic strategy in Alzheimer's disease. Drug Dev Res 56:428-437.
12. Butterfield DA, Stadtman ER. 1997. Protein oxidation processes in aging brain. Adv Cell Aging Gerontol 2:161-191.
13. Butterfield DA, Yatin SM, Varadarajan S, Koppal T. 1999. Amyloid beta-peptide-associated free radical oxidative stress, neurotoxicity, and Alzheimer's disease. Methods Enzymol 309:746-768.
14. Cadenas E, Davies KJ. 2000. Mitochondrial free radical generation, oxidative stress, and aging. Free Radic Biol Med 29:222-230.
15. Castegna A, Thongboonkerd V, Klein JB, Lynn B, Markesbery WR, Butterfield DA. 2003. Proteomic identification of nitrated proteins in Alzheimer's disease brain. J Neurochem 85:1394-1401.
16. Darzynkiewicz Z, Li X, Gong J 1994. Assays of cell viability: discrimination of cells dying by apoptosis. In: Robinson JP, Crissman HA, editors. Methods in cell biology. New York: Academic Press. p 15-38.
17. de la Asuncion JG, Millan A, Pla R, Bruseghini L, Esteras A, Pallardo FV, Sastre J, Vina J. 1996. Mitochondrial glutathione oxidation correlates with age-associated oxidative damage to mitochondrial DNA. FASEB J 10:333-338.
18. Desagher S, Martinou JC. 2000. Mitochondria as the central control point of apoptosis. Trends Cell Biol 10:369-377.
19. Drake J, Kanski J, Varadarajan S, Tsoras M, Butterfield DA. 2002. Elevation of brain glutathione by gamma-glutamylcysteine ethyl ester protects against peroxynitrite-induced oxidative stress. J Neurosci Res 68:776-784.
20. Fernandez-Checa JC, Kaplowitz N, Garcia-Ruiz C, Colell A. 1998. Mitochondrial glutathione: importance and transport. Semin Liver Dis 18:389-401.
21. Fridovich I. 1978. The biology of oxygen radicals. Science 201:875-880.
22. Gadelha FR, Thomson L, Fagian MM, Costa AD, Radi R, Vercesi AE. 1997. Ca2+-independent permeabilization of the inner mitochondrial membrane by peroxynitrite is mediated by membrane protein thiol cross-linking and lipid peroxidation. Arch Biochem Biophys 345:243-250.
23. Griffith OW. 1980. Determination of glutathione and glutathione disulfide using glutathione reductase and 2-vinylpyridine. Anal Biochem 106:207-212.
24. Harman D. 1972. The biologic clock: the mitochondria? J Am Geriatr Soc 20:145-147.
25. Kanski J, Drake J, Aksenova M, Engman L, Butterfield DA. 2001a. Anti-oxidant activity of the organotellurium compound 3-[4-(N,N-dimethylamino)benzenetellurenyl]propanesulfonic acid against oxidative stress in synaptosomal membrane systems and neuronal cultures. Brain Res 911:12-21.
26. Kanski J, Lauderback C, Butterfield DA. 2001b. 5-Aminosalicylic acid protection against oxidative damage to synaptosomal membranes by alkoxyl radicals in vitro. Neurochem Res 26:23-29.
27. Keller JN, Lauderback CM, Butterfield DA, Kindy MS, Yu J, Markesbery WR. 2000. Amyloid beta-peptide effects on synaptosomes from apolipoprotein E-deficient mice. J Neurochem 74:1579-1586.
28. Kelso GF, Porteous CM, Hughes G, Ledgerwood EC, Gane AM, Smith RA, Murphy MP. 2002. Prevention of mitochondrial oxidative damage using targeted antioxidants. Ann N Y Acad Sci 959:263-274.
29. Koppal T, Drake J, Yatin S, Jordan B, Varadarajan S, Bettenhausen L, Butterfield DA. 1999. Peroxynitrite-induced alterations in synaptosomal membrane proteins: insight into oxidative stress in Alzheimer's disease. J Neurochem 72:310-317.
30. LaFontaine MA, Geddes JW, Banks A, Butterfield DA. 2000. Effect of exogenous and endogenous antioxidants on 3-nitropionic acid-induced in vivo oxidative stress and striatal lesions: insights into Huntington's disease. J Neurochem 75:1709-1715.
31. Manfredi G, Beal MF. 2000. The role of mitochondria in the pathogenesis of neurodegenerative diseases. Brain Pathol 10:462-472.
32. Mosmann T. 1983. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 65:55-63.
33. Nishida K, Ohta Y, Ito M, Nagamura Y, Kitahara S, Fujii K, Ishiguro I. 1996. Conversion of gamma-glutamylcysteinylethyl ester to glutathione in rat hepatocytes. Biochim Biophys Acta 1313:47-53.
34. Pocernich CB, Cardin AL, Racine CL, Lauderback CM, Butterfield DA. 2001. Glutathione elevation and its protective role in acrolein-induced protein damage in synaptosomal membranes: relevance to brain lipid peroxidation in neurodegenerative disease. Neurochem Int 39:141-149.
35. Radi R, Beckman JS, Bush KM, Freeman BA. 1991. Peroxynitrite oxidation of sulfhydryls. The cytotoxic potential of superoxide and nitric oxide. J Biol Chem 266:4244-4250.
36. Radi R, Cassina A, Hodara R, Quijano C, Castro L. 2002. Peroxynitrite reactions and formation in mitochondria. Free Radic Biol Med 33:1451-1464.
37. Radi R, Rodriguez M, Castro L, Telleri R. 1994. Inhibition of mitochondrial electron transport by peroxynitrite. Arch Biochem Biophys 308:89-95.
38. Shearman MS, Hawtin SR, Tailor VJ. 1995. The intracellular component of cellular 3-(4,5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide (MTT) reduction is specifically inhibited by beta-amyloid peptides. J Neurochem 65:218-227.
39. Sims NR. 1990. Rapid isolation of metabolically active mitochondria from rat brain and subregions using Percoll density gradient centrifugation. J Neurochem 55:698-707.
40. Smith CV, Jones DP, Guenthner TM, Lash LH, Lauterburg BH. 1996. Compartmentation of glutathione: implications for the study of toxicity and disease. Toxicol Appl Pharmacol 140:1-12.
41. Smith MA, Richey Harris PL, Sayre LM, Beckman JS, Perry G. 1997. Widespread peroxynitrite-mediated damage in Alzheimer's disease. J Neurosci 17:2653-2657.
42. Tietze F. 1969. Enzymic method for quantitative determination of nanogram amounts of total and oxidized glutathione: applications to mammalian blood and other tissues. Anal Biochem 27:502-522.
43. Valdez LB, Alvarez S, Arnaiz SL, Schopfer F, Carreras MC, Poderoso JJ, Boveris A. 2000. Reactions of peroxynitrite in the mitochondrial matrix. Free Radic Biol Med 29:349-356.
44. Varadarajan S, Kanski J, Aksenova M, Lauderback C, Butterfield DA. 2001. Different mechanisms of oxidative stress and neurotoxicity for Alzheimer's A beta(1-42) and A beta(25-35). J Am Chem Soc 123:5625-5631.