Lipid-protein modifications during ascorbate-Fe 2+ peroxidation of photoreceptor membranes: Protective effect of melatonin

Journal of Pineal Research

Volumn 41, Issue 3, 2006, Pages 201-210

  Guajardo, Margarita H ^a   Terrasa, Ana M ^a   Catalá, Angel ^b,c,d  

^a Facultad de Ciencias Veterinarias

^b INSTITUTO DE INVESTIGACIONES FISICOQUÍMICAS TEÓRICAS Y APLICADAS INIFTA   (Argentina)

^c Centro Científico y Tecnológico Consejo Nacional de Investigaciones Científicas y Técnicas   (Argentina)

^d Facultad de Ciencias Naturales e Instituto M Lillo   (Argentina)

Author keywords

Antioxidant; Lipid peroxidation; Melatonin; Protein oxidation; Retina; Rod outer segments

Indexed keywords

ASCORBIC ACID; CARBONYL DERIVATIVE; DOCOSAHEXAENOIC ACID; FATTY ACID; FERROUS ION; MELATONIN; RHODOPSIN; SCAVENGER; THIOL GROUP;

ANIMAL TISSUE; ARTICLE; CHEMOLUMINESCENCE; CONTROLLED STUDY; HORMONE SYNTHESIS; ISOTOPE LABELING; LIPID COMPOSITION; LIPID PEROXIDATION; NONHUMAN; OXIDATIVE STRESS; PHOTOACTIVATION; PHOTORECEPTOR MEMBRANE; POLYACRYLAMIDE GEL ELECTROPHORESIS; PROTEIN MODIFICATION; RETINA; RETINA ROD OUTER SEGMENT;

ANIMALS; ASCORBIC ACID; CATTLE; CELL MEMBRANE; IRON; LIPID PEROXIDATION; LUMINESCENCE; MELATONIN; MEMBRANE PROTEINS; OXIDATIVE STRESS; ROD CELL OUTER SEGMENT; ROD OUTER SEGMENTS;

EID: 33748337730     PISSN: 07423098     EISSN: 1600079X     Source Type: Journal    
DOI: 10.1111/j.1600-079X.2006.00352.x     Document Type: Article

References (48)

1. DU J, GEBICKI JM. Proteins are major initial cell targets of hydroxyl free radicals. Int J Biochem Cell Biol 2004; 36:2334-2343.
2. FLIESLER SJ, ANDERSON RE. Chemistry and metabolism of lipids in the vertebrate retina. Prog Lipid Res 1983; 22:79-131.
3. GUAJARDO MH, TERRASA AM, CATALA A. Retinal fatty acid binding protein reduce lipid peroxidation stimulated by long-chain fatty acid hydroperoxides on rod outer segments. Biochim Biophys Acta 2002; 1581:65-74.
4. NAU-STAUDT K, NAU WM, HAEFLIGER IO et al. Lipid peroxidation in porcine irises: dependence on pigmentation. Curr Eye Res 2001; 22:229-234.
5. SIU AW, MALDONADO M, SANCHEZ-HIDALGO M et al. Protective effects of melatonin in experimental free radical-related ocular disorders. J Pineal Res 2006; 40:101-109.
6. MINOTTI G, AUST SD. Redox cycling of iron and lipid peroxidation. Lipids 1992; 27:219-226.
7. SPITELLER G. Are lipid peroxidation processes induced by changes in the cell wall structure and how are these processes connected with diseases? Med Hypotheses 2003; 60:69-83.
8. CHAKRABORTY H, RAY SN, CHAKRABARTI S. Lipid peroxidation associated protein damage in rat brain crude synaptosomal fraction mediated by iron and ascorbate. Neurochem Int 2001; 39:311-317.
9. DIX TA, AIKENS J. Mechanisms and biological relevance of lipid peroxidation initiation. Chem Res Toxicol 1993; 6:2-18.
10. HAVAUX M. Spontaneous and thermo induced photon emission: new methods to detect and quantify oxidative stress in plants. Trends Plant Sci 2003; 8:409-413.
11. ALLEGRA M, REITER RJ, TAN DX et al. The chemistry of melatonin's interaction with reactive species. J Pineal Res 2003; 34:1-10.
12. REITER RJ, TAN DX, MAYO JC et al. Melatonin as an antioxidant: biochemical mechanisms and pathophysiological implications in humans. Acta Biochim Pol 2003; 50:1129-1146.
13. REITER RJ, GUERRERO JM, GARCIA JJ et al. Reactive oxygen intermediates, molecular damage and aging. Relation to melatonin. Ann N Y Acad Sci 1998; 854:410-424.
14. DE GRIPP WJ, DAEMEN FJ, BONTING SL. Isolation and purification of bovine rhodopsin. Methods Enzymol 1980; 67:301-320.
15. LOWRY OH, ROSEBROUGH NJ, FARR AL et al. Protein measurement with Folin phenol reagent. J Biol Chem 1951; 193:265-275.
16. WRIGHT JR, RUMBAUGH RC, COLBY HD et al. The relationship between chemiluminescence and lipid peroxidation in rat hepatic microsomes. Arch Biochem Biophys 1979; 192:344-351.
17. FOLCH J, LEES N, SLOANE STANLEY GA. A simple method for the isolation and purification of total lipids from animal tissues. J Biol Chem 1957; 226:497-509.
18. LAEMMLI UK. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 1970; 227:680-685.
19. HABEEB AFSA. Reaction of protein sulfhydryl groups with Ellman's reagent. Methods Enzymol 1972; 34:457-464.
20. LEVINE RL, WILLIAMS JA, STADTMAN ER et al. Carbonyl assays for determination of oxidatively modified proteins. Methods Enzymol 1994; 233:346-357.
21. KOHEN R, NYSKA A. Oxidation of biological systems: oxidative stress phenomena, antioxidants, redox reactions, and methods for their quantification. Toxicol Pathol 2002; 30:620-650.
22. GARCIA JJ, REITER RJ, PIE J et al. Role of pinoline and melatonin in stabilizing hepatic microsomal membranes against oxidative stress. J Broering Biomembr 1999; 3:609-616.
23. CATALÁ A. An overview of lipid peroxidation with emphasis in outer segments of photoreceptors and the chemiluminescence assay. Int J Biochem Cell Biol 2006; 38:1482-1495.
24. UEDA T, UEDA T, ARMSTRONG D. Preventive effect of natural and synthetic antioxidants on lipid peroxidation in the mammalian eye. Ophthalmic Res 1996; 28:184-192.
25. DE LA PAZ MA, ANDERSON R. Lipid peroxidation in rod outer segments. Role of hydroxyl radical and lipid hydroperoxides. Invest Ophthalmol Vis Sci 1992; 33:2091-2096.
26. WINKLER BS, BOULTON ME, GOTTSCH JD et al. Oxidative damage and age-related macular degeneration. Mol Vis 1999; 5:1-32.
27. KEYS SA, BOLEY E, ZIMMERMAN WF. A model membrane system to investigate antioxidants in bovine rod outer segments. Exp Eye Res 1997; 64:313-321.
28. DEAN RT, FU S, STOCKER R, DAVIES MJ. Biochemistry and pathology of radical-mediated protein oxidation. Biochem J 1997; 324:1-18.
29. REITER RJ, TAN DX, ACUÑA-Castroviejo D et al. Melatonin: mechanisms and actions as an antioxidant. Curr Topics Biophys 2000; 24:171-183.
30. TAN DX, MANCHESTER LC, REITER RJ et al. Melatonin suppresses autoxidation and hydrogen peroxide-induced lipid peroxidation in monkey brain homogenate. Neuro Endocrinol Lett 2000; 21:361-365.
31. GARCÍA JJ, REITER RJ, GUERRERO JM et al. Melatonin prevents changes in microsomal membrane fluidity during induced lipid peroxidation. FEBS Lett 1997; 408:297-300.
32. REITER RJ, TAN DX, OSUNA C et al. Actions of melatonin in the reduction of oxidative stress. A review. J Biomed Sci 2000; 7:444-458.
33. RESSMEYER AR, MAYO JC, ZELOSKO V et al. Antioxidant properties of the melatonin metabolite N1-acetyl-5-methoxykynuramine (AMK): scavenging of free radicals and prevention of protein destruction. Redox Rep 2003; 8:205-213.
34. ONUKI J, ALMEIDA EA, MEDEIROS MH et al. Inhibition of 5-aminolevulinic acid-induced DNA damage by melatonin, N1-acetyl-N2-formyl-5-methoxykynuramine, quercetin or resveratrol. J Pineal Res 2005; 38:107-115.
35. GUENTHER AL, SCHMIDT SI, LAATSCH H et al. Reactions of the melatonin metabolite AMK (N1-acetyl-5-methoxykynuramine) with reactive nitrogen species: formation of novel compounds, 3-acetamidomethyl-6-methoxycinnolinone and 3-nitro-AMK. J Pineal Res 2005; 39:251-260.
36. TAN DX, CHEN LD, POEGGELER B et al. Melatonin: a potent, endogenous hydroxyl radical scavenger. Endocr J 1993; 1:57-60.
37. REITER RJ, TAN DX, MANCHESTER LC et al. Biochemical reactivity of melatonin with reactive oxygen and nitrogen species. Cell Biochem Biophys 2001; 34:237-256.
38. ABE M, REITER RJ, ORHII PB et al. Inhibitory effect of melatonin on cataract formation in newborn rats: evidence for an antioxidative role for melatonin. J Pineal Res 1994; 17:94-100.
39. 3+-EDTA: Comparison with glutathione and α-tocopherol. Neuro Endocrinol Lett 2000; 21:269-276.
40. SIU AW, REITER RJ, TO CH. Efficacy of vitamin E and melatonin as antioxidants against lipid peroxidation in rat retinal homogenates. J Pineal Res 1998; 24:239-244.
41. SIU AW, REITER RJ, TO CH. Pineal indoleamines and vitamin E reduce nitric oxide-induced lipid peroxidation in rat retinal homogenates. J Pineal Res 1999; 27:122-128.
42. REFSGAARD HHF, TSAI L, STADTMAN ER. Modifications of proteins by polyunsaturated fatty acid peroxidation products. Proc Natl Acad Sci U S A 2000; 97:611-616.
43. SCHUTT F, BERGMAN M, HOLZ FG et al. Proteins modified by malondialdehyde, 4-hydroxynonenal or advanced glycation end products in lipofuscin of human retinal pigment epithelium. Invest Ophthalmol Vis Sci 2003; 44:3663-3668.
44. STADTMAN ER. Role of oxidized amino acids in protein breakdown and stability. Methods Enzymol 1995; 258:379-393.
45. MAYO JC, TAN DX, SAINZ RM et al. Protection against oxidative protein damage induced by metal-catalyzed reaction or alkylperoxyl radicals: comparative effects of melatonin and other antioxidants. Biochim Biophys Acta 2003; 1620:139-150.
46. DALLE-DONNE I, ROSSI R, GIUSTARINI D et al. Protein carbonyl groups as biomarkers of oxidative stress. Clin Chim Acta 2003; 329:23-38.
47. 2+ dependent lipid peroxidation of rod outer segment membranes of bovine retina. J Pineal Res 2003; 35:276-282.
48. LEVINE RL. Carbonyl modified proteins in cellular regulation, aging and disease. Free Rad Biol Med 2002; 32:790-796.