Effect of lipid peroxidation products on the activity of human retinol dehydrogenase 12 (RDH12) and retinoid metabolism

Biochimica et Biophysica Acta - Molecular Basis of Disease

Volumn 1782, Issue 6, 2008, Pages 421-425

  Lee, Seung Ah ^a,b   Belyaeva, Olga V ^a,b   Kedishvili, Natalia Y ^a,b  

^a UNIVERSITY OF ALABAMA AT BIRMINGHAM   (United States)

^b UNIVERSITY OF ALABAMA AT BIRMINGHAM   (United States)

Author keywords

4 hydroxynonenal; Nonanal; Oxidoreductase; Retinaldehyde; Retinoic acid; Retinol

Indexed keywords

4 HYDROXYNONENAL; ALDEHYDE DEHYDROGENASE; PHOSPHATIDYLCHOLINE; RETINAL; RETINAL DEHYDROGENASE; RETINOIC ACID; RETINOID; RETINOL ACYLTRANSFERASE; RETINOL DEHYDROGENASE; RETINOL DEHYDROGENASE 12; RETINOL ESTER;

ARTICLE; CELL PROTECTION; CELL SURVIVAL; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INHIBITION; HUMAN; HUMAN CELL; LIPID PEROXIDATION; PRIORITY JOURNAL; PROTEIN FUNCTION; PROTEIN METABOLISM;

ALCOHOL OXIDOREDUCTASES; ALDEHYDES; BLOTTING, WESTERN; CELL LINE; CELL SURVIVAL; HUMANS; LIPID PEROXIDATION; RETINALDEHYDE; RETINOIDS; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; TRANSFECTION; TRETINOIN;

EID: 43549107005     PISSN: 09254439     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbadis.2008.03.004     Document Type: Article

References (41)

1. Lee S.A., Belyaeva O.V., Popov I.K., and Kedishvili N.Y. Overproduction of bioactive retinoic acid in cells expressing disease-associated mutants of retinol dehydrogenase 12. J. Biol. Chem. 282 (2007) 35621-35628
2. 9 aldehydes and effects of cellular retinol-binding protein type I (CRBPI) and cellular retinaldehyde-binding protein (CRALBP) on the oxidation and reduction of retinoids. Biochemistry 44 (2005) 7035-7047
3. Saari J.C. Retinoids in photosensitive systems. In: Sporn M.B., Roberts A.B., and Goodman D.S. (Eds). The Retinoids: Biology, Chemistry and Medicine (1994), Raven Press, New York 351-385
4. Bazan N.G. Supply of n-3 polyunsaturated fatty acids and their significance in the central nervous system. In: Wurtman R.J., and Wurtman J.J. (Eds). Nutrition and the Brain vol. 8 (1990), Raven Press, New York 1-24
5. Anderson R.E., Maude M.B., McClellan M., Matthes M.T., Yasumura D., and LaVail M.M. Low docosahexaenoic acid levels in rod outer segments of rats with P23H and S334ter rhodopsin mutations. Mol. Vision 8 (2002) 351-358
6. Esterbauer H., Schaur R.J., and Zollner H. Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde and related aldehydes. Free Radical Biol. Med. 11 (1991) 81-128
7. Esterbauer H. Cytotoxicity and genotoxicity of lipid-oxidation products. Am. J. Clin. Nutr. 57 (1993) 779S-786S
8. Mangelsdorf D., Umesono K., and Evans R.M. The retinoid receptors. In: Sporn M.B., Roberts A.B., and Goodman D.S. (Eds). The Retinoids: Biology, Chemistry and Medicine (1994), Raven Press, New York 319-350
9. Smith S.B., Bora N., McCool D., Kutty G., Wong P., Kutty R.K., and Wiggert B. Photoreceptor cells in the vitiligo mouse die by apoptosis. TRPM-2/clusterin expression is increased in the neural retina and in the retinal pigment epithelium. Invest. Ophthalmol. Vis. Sci. 36 (1995) 2193-2201
10. Soderpalm A.K., Fox D.A., Karlsson J.O., and van Veen T. Retinoic acid produces rod photoreceptor selective apoptosis in developing mammalian retina. Invest. Ophthalmol. Vis. Sci. 41 (2000) 937-947
11. Janecke A.R., Thompson D.A., Utermann G., Becker C., Hubner C.A., Schmid E., McHenry C.L., Nair A.R., Ruschendorf F., Heckenlively J., Wissinger B., Nurnberg P., and Gal A. Nat. Genet. 36 (2004) 850-854
12. Thompson D.A., Janecke A.R., Lange J., Feathers K.L., McHenry C.L., Stockton D.W., Rammesmayer G., Lupski J.R., Antinolo G., Ayuso C., Baiget M., Gouras P., Heckenlively J.R., den Hollander A., Jacobson S.G., Lewis R.A., Sieving P.A., Wissinger B., Yzer S., Zrenner E., Utermann G., and Gal A. Retinal degeneration associated with RDH12 mutations results from decreased 11-cis-retinal synthesis due to disruption of the visual cycle. Hum. Mol. Genet. 14 (2005) 3865-3875
13. Perrault I., Hanein S., Gerber S., Barbet F., Ducroq D., Dollfus H., Hamel C., Dufier J.L., Munnich A., Kaplan J., and Rozet J.M. Retinal dehydrogenase 12 (RDH12) mutations in Leber congenital amaurosis. Am. J. Hum. Genet. 75 (2004) 639-646
14. Sun W., Gerth C., Maeda A., Lodowski D.T., Van Der Kraak L., Saperstein D.A., Héon E., and Palczewski K. Novel RDH12 mutations associated with Leber congenital amaurosis and cone-rod dystrophy: biochemical and clinical evaluations. Vision Res. 47 (2007) 2055-2066
15. Gerlier D., and Thomasset N. Use of MTT colorimetric assay to measure cell activation. J. Immunol. Methods 94 (1986) 57-63
16. Gallego O., Belyaeva O.V., Porte S., Ruiz F.X., Stetsenko A.V., Shabrova E.V., Kostereva N.V., Farres J., Pares X., and Kedishvili N.Y. Comparative functional analysis of human medium-chain dehydrogenases, short-chain dehydrogenases/reductases and aldo-keto reductases with retinoids. Biochem. J. 399 (2006) 101-109
17. Chen Y., Moiseyev G., Wu B.X., Ma J.X., and Crouch R.K. Visual cycle retinoid processing proteins are present in HEK293S cells. Vision Res. 43 (2003) 3037-3044
18. Bhat P.V., and Samaha H. Kinetic properties of the human liver cytosolic aldehyde dehydrogenase for retinal isomers. Biochem. Pharmacol. 57 (1999) 195-197
19. Stewart M.J., Malek K., and Crabb D.W. Distribution of messenger RNAs for aldehyde dehydrogenase 1, aldehyde dehydrogenase 2, and aldehyde dehydrogenase 5 in human tissues. J. Investig. Med. 44 (1996) 42-46
20. Ono Y., Fukuhara N., and Yoshie O. TAL1 and LIM-only proteins synergistically induce retinaldehyde dehydrogenase 2 expression in T-cell acute lymphoblastic leukemia by acting as cofactors for GATA3. Molec. Cell Biol. 18 (1998) 6939-6950
21. Ho K.K., Hurley T.D., and Weiner H. Selective alteration of the rate-limiting step in cytosolic aldehyde dehydrogenase through random mutagenesis 45 (2006) 9445-9453
22. Chen H., and Juchau M.R. Inhibition of embryonic retinoic acid synthesis by aldehydes of lipid peroxidation and prevention of inhibition by reduced glutathione and glutathione S-transferases. Free Radic. Biol. Med. 24 (1998) 408-417
23. Khalighi M., Brzezinski M.R., Chen H., and Juchau M.R. Inhibition of human prenatal biosynthesis of all-trans-retinoic acid by ethanol, ethanol metabolites, and products of lipid peroxidation reactions: a possible role for CYP2E1. Biochem. Pharmacol. 57 (1999) 811-821
24. Lieber C.S. Alcoholic fatty liver: its pathogenesis and mechanism of progression to inflammation and fibrosis. Alcohol 34 (2004) 9-19
25. Leo M.A., and Lieber C.S. Alcohol, vitamin A, and beta-carotene: adverse interactions, including hepatotoxicity and carcinogenicity. Am. J. Clin. Nutr. 69 (1999) 1071-1085
26. Wang X.D. Alcohol, vitamin A, and cancer. Alcohol 35 (2005) 251-258
27. Dey A., and Cederbaum A.I. Alcohol and oxidative liver injury. Hepatology 43 (2006) S63-S74
28. O'Byrne S.M., Wongsiriroj N., Libien J., Vogel S., Goldberg I.J., Baehr W., Palczewski K., and Blaner W.S. Retinoid absorption and storage is impaired in mice lacking lecithin:retinol acyltransferase (LRAT). J. Biol. Chem. 280 (2005) 35647-35657
29. Liu C., Chung J., Seitz H.K., Russell R.M., and Wang X.D. Chlormethiazole treatment prevents reduced hepatic vitamin A levels in ethanol-fed rats. Alcohol Clin. Exp. Res. 26 (2002) 1703-1709
30. Rasmussen M., Blomhoff R., Helgerud P., Solberg L.A., Berg T., and Norum K.R. Retinol and retinyl esters in parenchymal and nonparenchymal rat liver cell fractions after long-term administration of ethanol. J. Lipid Res. 26 (1985) 1112-1119
31. Esterbauer H., Zollner H., and Schaur R. Aldehydes formed by lipid peroxidation: mechanisms of formation, occurrence, and determination. In: Vigo-Pelfrey C. (Ed). Membrane Lipid Peroxidation vol. III (1990), CRC Press, Boca Raton, FL 240-268
32. Benedetti A., Comporti M., and Esterbauer H. Identification of 4-hydroxynonenal as a cytotoxic product originating from the peroxidation of liver microsomal lipids. Biochim. Biophys. Acta 620 (1980) 281-286
33. Mlakar A., and Spiteller G. Previously unknown aldehydic lipid peroxidation compounds of arachidonic acid. Chem. Phys. Lipids 79 (1996) 47-53
34. Kurth I., Thompson D.A., Ruther K., Feathers K.L., Chrispell J.D., Schroth J., McHenry C.L., Schweizer M., Skosyrski S., Gal A., and Hubner C.A. Targeted disruption of the murine retinal dehydrogenase gene Rdh12 does not limit visual cycle function. Mol. Cell. Biol. 27 (2007) 1370-1379
35. Luckey S.W., and Petersen D.R. Metabolism of 4-hydroxynonenal by rat Kupffer cells. Arch. Biochem. Biophys. 389 (2001) 77-83
36. Srivastava S., Chandra A., Wang L.F., Seifert Jr. W.E., DaGue B.B., Ansari N.H., Srivastava S.K., and Bhatnagar A. Metabolism of the lipid peroxidation product, 4-hydroxy-trans-2-nonenal, in isolated perfused rat heart. J. Biol. Chem. 273 (1998) 10893-10900
37. Srivastava S., Dixit B.L., Cai J., Sharma S., Hurst H.E., Bhatnagar A., and Srivastava S. Metabolism of lipid peroxidation product, 4-hydroxynonenal (HNE) in rat erythrocytes: role of aldose reductase. Free Radical Biol. Med. 29 (2000) 642-651
38. Hartley D.P., Ruth J.A., and Petersen D.R. The hepatocellular metabolism of 4-hydroxynonenal by alcohol dehydrogenase, aldehyde dehydrogenase, and glutathione S-transferase. Arch. Biochem. Biophys. 316 (1995) 197-205
39. Aldini G., Granata P., Marinello C., Beretta G., Carini M., and Facino R.M. Effects of UVB radiation on 4-hydroxy-2-trans-nonenal metabolism and toxicity in human keratinocytes. Chem. Res. Toxicol. 20 (2007) 416-423
40. Srivastava S., Chandra A., Wang L.F., Seifert Jr. W.E., DaGue B.B., Ansari N.H., Srivastava S.K., and Bhatnagar A. Metabolism of the lipid peroxidation product, 4-hydroxy-trans-2-nonenal, in isolated perfused rat heart. J. Biol. Chem. 273 (1998) 10893-10900
41. Choudhary S., Srivastava S., Xiao T., Andley U.P., Srivastava S.K., and Ansari N.H. Metabolism of lipid derived aldehyde, 4-hydroxynonenal in human lens epithelial cells and rat lens. Invest. Ophthalmol. Vis. Sci. 44 (2003) 2675-2682