Inhibition of mitochondrial aldehyde dehydrogenase by nitric oxide-mediated S-nitrosylation

FEBS Letters

Volumn 579, Issue 27, 2005, Pages 6115-6120

  Moon, Kwan Hoon ^a   Kim, Bong Jo ^a   Song, Byoung J ^a  

^a NATIONAL INSTITUTE ON ALCOHOL ABUSE AND ALCOHOLISM   (United States)

Author keywords

Aldehyde dehydrogenase; Glutathione; Nitric oxide; NO donors; S Nitrosylation

Indexed keywords

ALDEHYDE DEHYDROGENASE; ANTIBODY; CYSTEINE DERIVATIVE; GLUTATHIONE ETHYL ESTER; LINSIDOMINE; MITOCHONDRIAL ENZYME; N ACETYL S NITROSOPENICILLAMINE; NITRIC OXIDE; NITRIC OXIDE DONOR; NITRITE; NITRO DERIVATIVE; S NITROSOGLUTATHIONE;

ANIMAL CELL; ARTICLE; CONCENTRATION (PARAMETERS); ENZYME INACTIVATION; ENZYME INHIBITION; ENZYME PURIFICATION; HEPATOMA CELL; IMMUNOBLOTTING; MITOCHONDRION; MOLECULAR RECOGNITION; NITROSYLATION; NONHUMAN; PRIORITY JOURNAL; RAT;

ALDEHYDE DEHYDROGENASE; ANIMALS; ANTIBODIES; CYSTEINE; MITOCHONDRIA; MITOCHONDRIAL PROTEINS; MOLSIDOMINE; NITRIC OXIDE; NITRIC OXIDE DONORS; NITRITES; RATS; S-NITROSO-N-ACETYLPENICILLAMINE; S-NITROSOGLUTATHIONE; TUMOR CELLS, CULTURED;

ANIMALIA;

EID: 27544510276     PISSN: 00145793     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.febslet.2005.09.082     Document Type: Article

References (40)

1. G.W. Svanas, and H. Weiner Aldehyde dehydrogenase activity as the rate limiting factor for aldehyde metabolism in rat liver Arch. Biochem. Biophys. 236 1985 36 46
2. G. Hafer, D.P. Agarwal, and H.W. Goedde Human brain aldehyde dehydrogenase: activity with DOPAL and isozyme distribution Alcohol 4 1987 413 418
3. C.P. Day, R. Bashir, O.F. James, M.F. Bassendine, D.W. Crabb, H.R. Thomasson, T.K. Li, and H.J. Edenberg Investigation of the role of polymorphisms at the alcohol and aldehyde dehydrogenase loci in genetic predisposition to alcoholrelated end organ damage Hepatology 14 1991 798 801
4. H. Esterbauer, R.J. Schaur, and H. Zollner Chemistry and biochemistry of 4-hydroxynonenal, malondialdehyde and related aldehydes Free Radic. Biol. Med. 11 1991 81 128
5. D.P. Hartley, J.A. Ruth, and D.R. Petersen The hepatocellular metabolism of 4-hydroxynonenal by alcohol dehydrogenase, aldehyde dehydrogenase, and glutathione S-transferase Arch. Biochem. Biophys. 316 1995 197 205
6. D.W. Crabb, M.J. Stewart, and Q. Xiao Hormonal and chemical influences on the expression of class 2 aldehyde dehydrogenases in rat H4IIEC3 and human HuH7 hepatoma cells Alcohol. Clin. Exp. Res. 19 1995 1414 1419
7. m aldehyde dehydrogenase activity in H4-II-E-C3 rat hepatoma cells Alcohol 31 2003 19 24
8. C.S. Schaffert, S.L. Todero, B.L. McVicker, P.L. Tuma, M.F. Sorrell, and D.J. Tuma WIF-B cells as a model for alcohol-induced hepatocyte injury Biochem. Pharmacol. 67 2004 2167 2174
9. J.J. Hjelle, J.H. Grubbs, D.G. Beer, and D.R. Petersen Time course of the carbon tetrachloride-induced decrease in mitochondrial aldehyde dehydrogenase activity Toxicol. Appl. Pharmacol. 67 1983 159 165
10. J.S. Landin, S.D. Cohen, and E.A. Khairallah Identification of a 54-kDa mitochondrial acetaminophen-binding protein as aldehyde dehydrogenase Toxicol. Appl. Pharmacol. 141 1996 299 307
11. D.Y. Mitchell, and D.R. Petersen Inhibition of rat hepatic mitochondrial aldehyde dehydrogenase-mediated acetaldehyde oxidation by trans-4-hydroxy-2- nonenal Hepatology 13 1991 728 734
12. K.R. Palmer, and W.J. Jenkins Aldehyde dehydrogenase in alcoholic subjects Hepatology 5 1985 260 263
13. N. Traverso, S. Menini, P. Odetti, M.A. Pronzato, D. Cottalasso, and U.M. Marinari Diabetes impairs the enzymatic disposal of 4-hydroxynonenal in rat liver Free Radic. Biol. Med. 32 2002 350 359
14. A. Yokoyama, T. Muramatsu, T. Ohmori, T. Yokoyama, K. Okuyama, H. Takahashi, Y. Hasegawa, S. Higuchi, K. Maruyama, K. Shirakura, and H. Ishii Alcohol-related cancers and aldehyde dehydrogeanse-2 in Japanese alcoholics Carcinogenesis 19 1998 1383 1387
15. K.S. Park, S.Y. Cho, H. Kim, and Y.K. Paik Proteomic alterations of the variants of human aldehyde dehydrogenase isozymes correlate with hepatocellular carcinoma Int. J. Cancer. 97 2002 261 265
16. D.T. Hess, A. Matsumoto, S.O. Kim, H.E. Marshall, and J.S. Stamler Protein S-nitrosylation: purview and parameters Nat. Rev. Mol. Cell Biol. 6 2005 150 166
17. P. Lane, G. Hao, and S.S. Gross S-nitrosylation is emerging as a specific and fundamental posttranslational protein modification: head-to-head comparison with O-phosphorylation Sci. STKE 2001 86 2001 RE1 RE9
18. K.-T Lin, J.-Y Xue, M. Nomen, B. Spur, and P.Y.K. Wong Peroxynitrite induced apoptosis in HL-60 cells J. Biol. Chem. 270 1995 16487 16490
19. J. Farres, T.T. Wang, S.J. Cunningham, and H. Weiner Investigation of the active site cysteine residue of rat liver mitochondrial aldehyde dehydrogenase by site-directed mutagenesis Biochemistry 34 1995 2592 2598
20. L.J. McDonald, and J. Moss Nitric oxide-independent, thiol-associated ADPribosylation inactivates aldehyde dehydrogenase J. Biol. Chem. 268 1993 17878 17882
21. E.G. DeMaster, B. Redfern, B.J. Quast, T. Dahlseid, and H.T. Nagasawa Mechanism for the inhibition of aldehyde dehydrogenase by nitric oxide Alcohol 14 1997 181 189
22. K.S. Jeong, Y. Soh, J. Jeng, M.R. Felder, J.P. Hardwick, and B.J. Song Cytochrome P450 2E1 (CYP2E1)-dependent production of a 37-kDa acetaldehyde protein adduct in the rat liver Arch. Biochem. Biophys. 384 2000 81 87
23. S.K. Suh, B.L. Hood, B.J. Kim, T.P. Conrads, T.D. Veenstra, and B.J. Song Identification of oxidized mitochondrial proteins in alcohol-exposed human hepatoma cells and mouse liver Proteomics 4 2004 3401 3412
24. M.A. Bae, and B.J. Song Critical role of c-Jun N-terminal protein kinase activation in troglitazone-induced apoptosis of human HepG2 hepatoma cells Mol. Pharmacol. 63 2003 401 408
25. A.W. Tank, H. Weiner, and J.A. Thurman Enzymology and subcellular localization of aldehyde oxidation in rat liver. Oxidation of 3,4-dihydroxyphenylacetaldehyde derived from dopamine to 3,4- dihydroxyphenylacetic acid Biochem. Pharmacol. 30 1981 3265 3275
26. 15N] nitrate in biological fluids Anal. Biochem. 126 1982 131 138
27. B.J. Song, R.L. Veech, S.S. Park, H.V. Gelboin, and F.J. Gonzalez Induction of rat hepatic N-nitrosodimethylamine demethylase by acetone is due to protein stabilization J. Biol. Chem. 264 1989 3568 3572
28. F.J. Corrales, F. Ruiz, and J.M. Mato In vivo regulation by glutathione of methionine adenosyltransferase S-nitrosylation in rat liver J. Hepatol. 31 1999 887 894
29. R.C. Cumming, N.L. Andon, P.A. Haynes, M. Park, W.H. Fischer, and D. Schubert Protein disulfide bond formation in the cytoplasm during oxidative stress J. Biol. Chem. 279 2004 21749 21758
30. E.G. DeMaster, B.J. Quast, B. Redfern, and H.T. Nagasawa Reaction of nitric oxide with the free sulfhydryl group of human serum albumin yields a sulfenic acid and nitrous oxide Biochemistry 34 1995 11494 11499
31. H.A. Woo, W. Jeong, T.S. Chang, K.J. Park, S.J. Park, J.S. Yang, and S.G. Rhee Reduction of cysteine sulfinic acid by sulfiredoxin is specific to 2-cys peroxiredoxins J. Biol. Chem. 280 2005 3125 3128
32. S. Mohr, H. Hallak, A. de Boitte, E.G. Lapetina, and B. Brune Nitric oxide-induced S-glutathionylation and inactivation of glyceraldehyde-3-phosphate dehydrogenase J. Biol. Chem. 274 1999 9427 9430
33. M.L. Shen, K.L. Johnson, D.C. Mays, J.J. Lipsky, and S. Naylor Determination of in vivo adducts of disulfiram with mitochondrial aldehyde dehydrogenase Biochem. Pharmacol. 61 2001 537 545
34. H. Jaeschke, T.R. Knight, and M.L. Bajt The role of oxidant stress and reactive nitrogen species in acetaminophen hepatotoxicity Toxicol. Lett. 144 2003 279 288
35. K. Viitala, Y. Israel, J.E. Blake, and O. Niemela Serum IgA, IgG, and IgM antibodies directed against acetaldehyde-derived epitopes: relationship to liver disease severity and alcohol consumption Hepatology 25 1997 1418 1424
36. R.J. Pawlosky, B.M. Flynn, and N. Salem Jr. The effects of low dietary levels of polyunsaturates on alcohol-induced liver disease in rhesus monkeys Hepatology 26 1997 1386 1392
37. Y. Soh, K.S. Jeong, I.J. Lee, M.A. Bae, Y.C. Kim, and B.J. Song Selective activation of the c-Jun N-terminal protein kinase pathway during 4-hydroxynonenal induced apoptosis of PC12 cells Mol. Pharmacol. 58 2000 535 541
38. K. Sydow, A. Daiber, M. Oelze, Z. Chen, M. August, M. Wendt, V. Ullrich, A. Mulsch, E. Schulz, J.F. Keaney Jr., J.S. Stamler, and T. Munzel Central role of mitochondrial aldehyde dehydrogenase and reactive oxygen species in nitroglycerin tolerance and cross-tolerance J. Clin. Invest. 113 2004 482 489
39. Z. Chen, M.W. Foster, J. Zhang, L. Mao, H.A. Rockman, T. Kawamoto, K. Kitagawa, K.I. Nakayama, D.T. Hess, and J.S. Stamler An essential role for mitochondrial aldehyde dehydrogenase in nitroglycerin bioactivation Proc. Natl. Acad. Sci USA 102 2005 12159 12164
40. J.D. Parker Nitrate tolerance, oxidative stress, and mitochondrial function: another worrisome chapter on the effects of organic nitrates J. Clin. Invest. 113 2004 352 354