Oxidation of bovine serum albumin initiated by the Fenton reaction—effect of EDTA, tert-butylhydroperoxide and tetrahydrofuran

References

• Fagan JM, Sleczka BG, Sohar I. Quantitation of oxidative damage to tissue proteins. Int J Biochem Cell Biol 1999; 31: 751–757
   PubMed Web of Science ®Google Scholar
• Halliwell B, Chirico S. Lipid peroxidation: Its mechanism, measurement, and significance. Am J Clin Nutr 1993; 57: 715S–725S
   PubMed Web of Science ®Google Scholar
• Davies MJ, Dean RT. Radical-mediated protein oxidation. Oxford University Press, Oxford 1997
   Google Scholar
• Aust AE, Eveleigh JF. Mechanisms of DNA oxidation. Proc Soc Exp Biol Med 1999; 222: 246–252
   PubMed Web of Science ®Google Scholar
• Smith MA, Perry G, Richey PL, Sayre LM, Anderson VE, Beal MF, Kowall N. Oxidative damage in Alzheimer's. Nature 1996; 382: 120–121
   PubMed Web of Science ®Google Scholar
• Stadtman ER. Protein oxidation and aging. Science 1992; 257: 1220–1224
   PubMed Web of Science ®Google Scholar
• Levine RL, Stadtman ER. Oxidative modification of proteins during aging. Exp Geront 2001; 36: 1495–1502
   PubMed Web of Science ®Google Scholar
• Smith WL, Eling TE, Kulmacz RJ, Marnett LJ, Tsai A. Tyrosyl radicals and their role in hydroperoxide-dependent activation and inactivation of prostaglandin endoperoxide synthase. Biochemistry 1992; 31: 3–7
   PubMed Web of Science ®Google Scholar
• Ma YS, Chao CC, Stadtman ER. Oxidative modification of glutamine synthetase by 2,2′-azo-bis(2-amidinopropane) dihydrochloride. Arch Biochem Biophys 1999; 363: 129–134
   PubMed Web of Science ®Google Scholar
• Hunt JV, Simpson JA, Dean RT. Hydroperoxide-mediated fragmentation of proteins. Biochem J 1988; 250: 87–93
   PubMed Web of Science ®Google Scholar
• Refsgaard HH, Tsai L, Stadtman ER. Modification of proteins by polyunsaturated fatty acid peroxidation products. Proc Natl Acad Sci USA 2000; 92: 611–616
   Google Scholar
• Chevion M. A site-specific mechanism for free radical induced biological damage: The essential role of redox-active transition metals. Free Radic Biol Med 1988; 5: 27–37
   PubMed Web of Science ®Google Scholar
• Goldstein S, Czapski G. The role and mechanism of metal ions and their complexes in enhancing damage in biological systems or in protecting these systems from the toxicity of O2. Free Radic Biol Med 1986; 2: 3–11
   Google Scholar
• Mylonas C, Kouretas D. Lipid peroxidation and tissue damage. In Vivo 1999; 13: 295–309
   PubMed Web of Science ®Google Scholar
• Wright A, Hawkins CL, Davies MJ. Photo-oxidation of cells generates long-lived intracellular protein peroxides. Free Radic Biol Med 2003; 34: 637–647
   PubMed Web of Science ®Google Scholar
• Rice-Evans C, Baysal E, Pashby DP, Hochstein P. t-butyl hydroperoxide-induced perturbations of human erythrocytes as a model for oxidant stress. Biochim Biophys Acta 1985; 815: 426–432
   PubMed Web of Science ®Google Scholar
• Adams JD, Jr, Klaidman LK, Huang YM, Cheng JJ, Wang ZJ, Nguyen M, Knusel B, Kuda A. The neuropathology of intracerebroventricular t-butylhydroperoxide. Mol Chem Neuropathol 1994; 22: 123–142
   PubMedGoogle Scholar
• Iannone A, Marconi A, Zambruno G, Giannetti A, Vannini V, Tomasi A. Free radical production during metabolism of organic hydroperoxides by normal human keratinocytes. J Invest Dermatol 1993; 101: 59–63
   PubMed Web of Science ®Google Scholar
• Zhao W, Han Y, Zhao B, Hirota S, Hou J, Xin W. Effect of carotenoids on the respiratory burst of rat peritoneal macrophages. Biochim Biophys Acta 1998; 1381: 77–88
   PubMed Web of Science ®Google Scholar
• Carpenter KL, van der Veen C, Hird R, Dennis IF, Ding T, Mitchinson MJ. The carotenoids beta-carotene, canthaxanthin and zeaxanthin inhibit macrophage-mediated LDL oxidation. FEBS Lett 1997; 401: 262–266
   PubMed Web of Science ®Google Scholar
• Levine RL, Williams JA, Stadtman ER, Schacter E. Carbonyl assays for determintation of oxidatively modified proteins. Meth Enzymol 1994; 233: 346–357
   PubMed Web of Science ®Google Scholar
• Duling DR. Simulation of multiple isotropic spin-trap EPR spectra. J Magn Reson B 1994; 104: 105–110
   PubMedGoogle Scholar
• Buettner GR. Spin trapping: ESR parameters of spin adducts. Free Radic Biol Med 1987; 3: 259–303
   PubMed Web of Science ®Google Scholar
• Yue Qian S, Tomer KB, Yue GH, Guo Q, Kadiiska MB, Mason RP. Characterization of the initial carbon-centered pentadienyl radical and subsequent radicals in lipid peroxidation: Identification via on-line high performance liquid chromatography/electron spin resonance and mass spectrometry. Free Radic Biol Med 2002; 33: 998–1009
   PubMed Web of Science ®Google Scholar
• Dikalov SI, Mason RP. Spin trapping of polyunsaturated fatty acid-derived peroxyl radicals: Reassignment to alkoxyl radical adducts. Free Radic Biol Med 2001; 30: 187–197
   PubMed Web of Science ®Google Scholar
• Stadtman ER, Levine RL. Why have cells selected reactive oxygen species to regulate cell signaling events?. Hum Exp Toxicol 2002; 21: 83
   PubMed Web of Science ®Google Scholar
• Berlett BS, Stadtman ER. Protein oxidation in aging, disease, and oxidative stress. J Biol Chem 1997; 272: 20313–20316
   PubMed Web of Science ®Google Scholar
• Davies MJ. The oxidative environment and protein damage. Biochim Biophys Acta 2005; 1703: 93–109
   PubMed Web of Science ®Google Scholar
• Srinavasan S, Hultin HO. Hydroxyl radical modification of fish muscle proteins. J Food Biochem 1995; 18: 405–425
   Web of Science ®Google Scholar
• Halliwell B, Gutteridge JMC. Free radicals in biology and medicine. Clarendon Press, Oxford 1989
   Google Scholar
• Nielsen NS, Petersen A, Meyer AS, Timm-Heinrich M, Jacobsen C. Effects of lactoferrin, phytic acid, and EDTA on oxidation in two food emulsions enriched with long-chain polyunsaturated fatty acids. J Agric Food Chem 2004; 52: 7690–7699
   PubMed Web of Science ®Google Scholar
• Baron CP, Berner L, Skibsted LH, Refsgaard HH. Evaluation of activity of selected antioxidants on proteins in solution and in emulsions. Free Radic Res 2005; 39: 777–785
   PubMed Web of Science ®Google Scholar
• Headman HA, Davies MJ. Markers of protein oxidation: Different oxidants give rise to variable yields of bound and released carbonyl products. Free Radic Biol Med 2004; 36: 1175–1184
   PubMed Web of Science ®Google Scholar
• Østdal H, Skibsted LH, Andersen HJ. Formation of long-lived radicals in the reaction between H2O2-activated metmyoglobin and other proteins. Free Radic Biol Med 1997; 23: 754–761
   PubMed Web of Science ®Google Scholar
• Hidalgo FJ, Alaiz M, Zamora R. Pyrrolization and antioxidant function of proteins following oxidative stress. Chem Res Toxicol 2001; 14: 582–588
   PubMed Web of Science ®Google Scholar
• Liu W, Wang JY. Modifications of protein by polyunsaturated fatty acid ester peroxidation products. Biochim Biophys Acta 2005; 1752: 93–98
   PubMed Web of Science ®Google Scholar
• Tappel AL. Lipid peroxidation damage to cell components. Fed Proc 1973; 32: 1870–1874
   PubMedGoogle Scholar
• Dean RT, Hunt JV, Grant AJ, Yamamoto Y, Niki E. Free radical damage to proteins: The influence of the relative localization of radical generation, antioxidants, and target proteins. Free Radic Biol Med 1991; 11: 161–168
   PubMed Web of Science ®Google Scholar
• Dean RT, Thomas SM, Garner A. Free-radical-mediated fragmentation of monoamine oxidase in the mitochondrial membrane. Roles for lipid radicals. Biochem J 1986; 240: 489–494
   PubMed Web of Science ®Google Scholar
• Andersen ML, Skibsted LH. Electron spin resonance spin trapping identification of radicals formed during aerobic forced aging of beer. J Agric Food Chem 1998; 46: 1272–1275
   Web of Science ®Google Scholar
• Matsufuji H, Shibamoto T. Inhibition of malonaldehyde formation in oxidized calf thymus DNA with synthetic and natural antioxidants. J Agric Food Chem 2004; 52: 5759–5763
   PubMed Web of Science ®Google Scholar
• Manusco J, McClement DJ, Decker EA. Ability of Iron to promote surfactant peroxides decomposition and oxidize α tocopherol. J Agric Food Chem 1999; 47: 4146–4149
   PubMed Web of Science ®Google Scholar
• Yin J, Chu JW, Ricci MS, Brems DN, Wang DI, Trout BL. Effects of excipients on the hydrogen peroxide-induced oxidation of methionine residues in granulocyte colony-stimulating factor. Pharm Res 2005; 22: 141–147
   PubMed Web of Science ®Google Scholar
• Kocha T, Yamaguchi M, Ohtaki H, Fukuda T, Aoyagi T. Hydrogen peroxide-mediated degradation of protein: Different oxidation modes of copper- and iron-dependent hydroxyl radicals on the degradation of albumin. Biochim Biophys Acta 1997; 1337: 319–326
   PubMed Web of Science ®Google Scholar
• Villiere A, Viau M, Bronnec I, Moreau N, Genot C. Oxidative stability of bovine serum albumin- and sodium caseinate-stabilized emulsions depends on metal availability. J Agric Food Chem 2005; 53: 1514–1520
   PubMed Web of Science ®Google Scholar