Influence of serum albumin and the flavonol quercetin on the peroxidase activity of metmyoglobin

Free Radical Biology and Medicine

Volumn 48, Issue 9, 2010, Pages 1162-1172

  Lorrain, Bénédicte ^a   Dufour, Claire ^a   Dangles, Olivier ^a  

^a UNIVERSITY OF AVIGNON   (France)

Author keywords

Free radicals; Hydrogen peroxide; Lipid hydroperoxide; Metmyoglobin; Quercetin; Serum albumin

Indexed keywords

BOVINE SERUM ALBUMIN; FERRYLMYOGLOBIN; HYDROGEN PEROXIDE; KETONE; LINOLEIC ACID; METMYOGLOBIN; PEROXIDASE; QUERCETIN;

ANTIOXIDANT ACTIVITY; ARTICLE; CATALYSIS; CONTROLLED STUDY; ELECTRON TRANSPORT; ENZYME ACTIVITY; PRIORITY JOURNAL; PROTEIN PROTEIN INTERACTION;

ANIMALS; CATTLE; ENZYME ACTIVATION; HYDROGEN PEROXIDE; METMYOGLOBIN; PEROXIDASE; QUERCETIN; SERUM ALBUMIN;

BOVINAE;

EID: 77950341712     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.freeradbiomed.2010.01.037     Document Type: Article

References (30)

1. Bou R., Guardiola F., Codony R., Faustman C., Elias R.J., Decker E.A Effect of heating oxymyoglobin and metmyoglobin on the oxidation of muscle microsomes. J. Agric. Food Chem. 2008, 56:9612-9620.
2. Baron C.P., Andersen H.J Myoglobin-induced lipid oxidation: a review. J. Agric. Food Chem. 2002, 50:3887-3897.
3. Gunther M.R., Kelman D.J., Corbett J.T., Mason R.P Self-peroxidation of metmyoglobin results in formation of an oxygen-reactive tryptophan-centered radical. J. Biol. Chem. 1995, 270:16075-16081.
4. Kelman D.J., DeGray J.A., Mason R.P Reaction of myoglobin with hydrogen peroxide forms a peroxyl radical which oxidizes substrates. J. Biol. Chem. 1994, 269:7458-7463.
5. Lapidot T., Granit R., Kanner J Lipid peroxidation by ″ free″ iron ions and myoglobin as affected by dietary antioxidants in simulated gastric fluids. J. Agric. Food Chem. 2005, 53:3293-3390.
6. Baron C.P., Skibsted L.H Prooxidative activity of myoglobin species in linoleic acid emulsions. J. Agric. Food Chem. 1997, 45:1704-1710.
7. Cohn J.S Oxidized fat in the diet, postprandial lipaemia and cardiovascular disease. Curr. Opin. Lipidol. 2002, 13:19-24.
8. Halliwell B., Rafter J., Jenner A Health promotion by flavonoids, tocopherols, tocotrienols, and other phenols: direct or indirect effects? Antioxidant or not?. Am. J. Clin. Nutr. 2005, 81:268S-276S.
9. Vulcain E., Goupy P., Caris-Veyrat C., Dangles O Inhibition of the metmyoglobin-induced peroxidation of linoleic acid by dietary antioxidants: action in the aqueous vs. lipid phase. Free Radic. Res. 2005, 39:547-563.
10. Goupy P., Vulcain E., Caris-Veyrat C., Dangles O Dietary antioxidants as inhibitors of the heme-induced peroxidation of linoleic acid: mechanism of action and synergism. Free Radic. Biol. Med. 2007, 43:933-946.
11. Lorrain B., Dangles O., Genot C., Dufour C Chemical modeling of heme-induced lipid oxidation in gastric conditions and inhibition by dietary polyphenols. J. Agric. Food Chem. 2010, 58:676-683.
12. Galland S., Rakotomanomana N., Dufour C., Mora N., Dangles O Synthesis of hydroxycinnamic acid glucuronides and investigation of their affinity for human serum albumin. Org. Biomol. Chem. 2008, 6:4253-4260.
13. Dufour C., Dangles O Flavonoid-serum albumin complexation: determination of binding constants and binding sites by fluorescence spectroscopy. Biochim. Biophys. Acta 2005, 1721:164-173.
14. Dufour C., Loonis M Regio- and stereoselective oxidation of linoleic acid bound to serum albumin: identification by ESI-mass spectrometry and NMR of the oxidation products. Chem. Phys. Lipids 2005, 138:60-68.
15. Tyssandier V., Reboul E., Dumas J.F., Bouteloup-Demange C., Armand M., Marcand J., Sallas M., Borel P Processing of vegetable-borne carotenoids in the human stomach and duodenum. Am. J. Physiol. 2003, 284:G913-G923.
16. 2-activated metmyoglobin and other proteins. Free Radic. Biol. Med. 1997, 23:754-761.
17. Reeder B.J., Svistunenko D.A., Sharpe M.A., Wilson M.T Characteristics and mechanism of formation of peroxide-induced heme to protein cross-linking in myoglobin. Biochemistry 2002, 41:367-375.
18. Catalano C.A., Choe Y.S., Ortiz de Montellano P.R Reactions of the protein radical in peroxide-treated myoglobin: formation of a heme-protein cross-link. J. Biol. Chem. 1989, 264:10534-10541.
19. Rao S.I., Wilks A., Hamberg M., Ortiz de Montellano P.R The lipoxygenase activity of myoglobin: oxidation of linoleic acid by the ferryl oxygen rather than protein radical. J. Biol. Chem. 1994, 269:7210-7216.
20. Kroger-Ohlsen M.V., Ostdal H., Andersen M.L The effect of pH on the oxidation of bovine serum albumin by hypervalent myoglobin species. Arch. Biochem. Biophys. 2003, 416:202-208.
21. Hu M., Skibsted L.H Kinetics of reduction of ferrylmyoglobin by (-)-epigallocatechin gallate and green tea extract. J. Agric. Food Chem. 2002, 50:2998-3003.
22. Carlsen C.U., Kroger-Ohlsen M.V., Bellio R., Skibsted L.H Protein binding in deactivation of ferrylmyoglobin by chlorogenate and ascorbate. J. Agric. Food Chem. 2000, 48:204-212.
23. Jorgensen L.V., Skibsted L.H Flavonoid deactivation of ferrylmyoglobin in relation to ease of oxidation as determined by cyclic voltammetry. Free Radic. Res. 1998, 28:335-351.
24. Irwin J.A., Ostdal H., Davies M.J Myoglobin-induced oxidative damage: evidence for radical transfer from oxidized myoglobin to other proteins and antioxidants. Arch. Biochem. Biophys. 1999, 362:94-104.
25. Dufour C., Loonis M., Dangles O Inhibition of the peroxidation of linoleic acid by the flavonoid quercetin within their complex with human serum albumin. Free Radic. Biol. Med. 2007, 43:238-250.
26. Reeder B.J., Cutruzzola F., Bigotti M.G., Hider R.C., Wilson M.T Tyrosine as a redox-active center in electron transfer to ferryl heme in globins. Free Radic. Biol. Med. 2008, 44:274-283.
27. Reeder B.J., Wilson M.T The effects of pH on the mechanism of hydrogen peroxide and lipid hydroperoxide consumption by myoglobin: a role for the protonated ferryl species. Free Radic. Biol. Med. 2001, 30:1311-1318.
28. Allentoff A.J., Bolton J.L., Wilks A., Thompson J.A., Ortiz de Montellano P.R Heterolytic versus homolytic peroxide bond cleavage by sperm whale myoglobin and myoglobin mutants. J. Am. Chem. Soc. 1992, 114:9744-9749.
29. Reeder B.J., Wilson M.T Mechanism of reaction of myoglobin with the lipid hydroperoxide hydroperoxyoctadecadienoic acid. Biochem. J. 1998, 330:1317-1323.
30. Spiteller G Linoleic acid peroxidation-the dominant lipid peroxidation process in low density lipoprotein-and its relationship to chronic diseases. Chem. Phys. Lipids 1998, 95:105-162.