Evidence for in situ ethanolamine phospholipid adducts with hydroxy-alkenals

Journal of Lipid Research - Tập 48 - Trang 816-825 - 2007
Sandrine Bacot1, Nathalie Bernoud-Hubac1, Bernard Chantegrel2, Christian Deshayes2, Alain Doutheau2, Gabriel Ponsin1, Michel Lagarde1, Michel Guichardant1
1Institut National de la Santé et de la Recherche Médicale U585, Institut National des Sciences Appliquées de Lyon, Lyon, Institut Multidisciplinaire de Biochimie des Lipides, F-69621 Villeurbanne, France
2Chimie Organique, Centre National de la Recherche Scientifique, Institut National des Sciences Appliquées de Lyon, Lyon, Institut Multidisciplinaire de Biochimie des Lipides, F-69621 Villeurbanne, France

Tài liệu tham khảo

Bryant, 1980, Altered lipoxygenase metabolism and decreased glutathione peroxidase activity in platelets from selenium deficient rats. Biochem. Biophys. Res. Commun., 92, 268 Véricel, 1992, Age-related changes in arachidonic acid peroxidation and glutathione-peroxidase activity in human platelets. Prostaglandins., 43, 75 Muruganandam, 1992, Glutathione metabolic enzyme activities in diabetic platelets as a function of glycemic control. Thromb. Res., 67, 385 Véricel, 2004, Diabetic patients without vascular complications display enhanced basal platelet activation and decreased antioxidant status. Diabetes., 53, 1046 Esterbauer, 1991, Chemistry and biochemistry of 4-hydroxynonenal malonaldehyde and related aldehydes. Free Radic. Biol. Med., 11, 81 Van Kuijk, 1990, 4-Hydroxyhexenal: a lipid peroxidation product derived from oxidized docosahexaenoic acid. Biochim. Biophys. Acta., 1043, 116 Bacot, 2003, Covalent binding of hydroxy-alkenals 4-HDDE, 4-HHE, and 4-HNE to ethanolamine phospholipid subclasses. J. Lipid Res., 44, 917 Szweda, 1993, Inactivation of glucose-6-phosphate dehydrogenase by 4-hydroxy-2-nonenal. Selective modification of an active-site lysine. J. Biol. Chem., 268, 3342 Nadkarni, 1995, Structural definition of early lysine and histidine adduction chemistry of 4-hydroxynonenal. Chem. Res. Toxicol., 8, 284 Malle, 1995, Lysine modification of LDL or lipoprotein(a) by 4-hydroxynonenal or malondialdehyde decreases platelet serotonin secretion without affecting platelet aggregability and eicosanoid formation. Arterioscler. Thromb. Vasc. Biol., 15, 377 Selley, 1998, The role of (E)-4-hydroxy-2-nonenal in platelet activation by low density lipoprotein and iron. Atherosclerosis., 140, 105 Winter, 1986, Formation of cyclic adducts of deoxyguanosine with the aldehydes trans-4-hydroxy-2-hexenal and trans-4-hydroxy-2-nonenal in vitro. Cancer Res., 46, 5682 Wacker, 2000, Development of a (32)P-postlabeling method for the detection of 1,N(2)-propanodeoxyguanosine adducts of trans-4-hydroxy-2-nonenal in vivo. Chem. Res. Toxicol., 13, 1165 Guichardant, 1998, Covalent modifications of aminophospholipids by 4-hydroxynonenal. Free Radic. Biol. Med., 25, 1049, 10.1016/S0891-5849(98)00149-X Guichardant, 2002, Aldehydes from n-6 fatty acid peroxidation. Effects on aminophospholipids. Prostaglandins Leukot. Essent. Fatty Acids., 67, 147, 10.1054/plef.2002.0412 Lagarde, 1980, A simple and efficient method for platelet isolation from their plasma. Thromb. Res., 17, 210 Siegel, 1979, Aspirin-like drugs interfere with arachidonate metabolism by inhibition of the 12-hydroperoxy-5,8,10,14-eicosatetraenoic acid peroxidase activity of the lipoxygenase pathway. Proc. Natl. Acad. Sci. USA., 76, 3774 Chaudière, 1984, Mechanism of selenium-glutathione peroxidase and its inhibition by mercaptocarboxylic acids and other mercaptans. J. Biol. Chem., 259, 43 Juaneda, 1985, Rapid and convenient separation of phospholipids and non phosphorus lipids from rat heart using silica cartridges. Lipids., 20, 40 Van Kuijk, 1995, Quantitative measurement of 4-hydroxyalkenals in oxidized low-density lipoprotein by gas chromatography-mass spectrometry. Anal. Biochem., 224, 420 Ibrahim, 2006, Transfer of very low density lipoprotein-associated phospholipids to activated human platelets. J. Lipid Res., 47, 341 Born, 1962, Aggregation of blood platelets by adenosine diphosphate and its reversal. Nature., 194, 927 Del Corso, 1998, Site-specific inactivation of aldose reductase by 4-hydroxynonenal. Arch. Biochem. Biophys., 350, 245 Friguet, 1994, Modification of glucose-6-phosphate dehydrogenase by 4-hydroxy-2-nonenal. Formation of cross-linked protein that inhibits the multicatalytic protease. J. Biol. Chem., 269, 21639 Kosower, 1969, Diamide, a new reagent for the intracellular oxidation of glutathione to the disulfide. Biochem. Biophys. Res. Commun., 37, 593 McGrath, 2001, Increased oxidative stress in Alzheimer's disease as assessed with 4-hydroxynonenal but not malondialdehyde. Q. J. Med., 94, 485 Giusto, 2000, Lipid metabolism in vertebrate retinal rod outer segments. Prog. Lipid Res., 39, 315 Merimee, 1990, Diabetic retinopathy. A synthesis of perspectives. N. Engl. J. Med., 322, 978 Guichardant, 1999, Covalent modifications of aminophospholipids by 4-hydroxynonenal. Hydrolysis of the Michael adduct by phospholipases. Chem. Phys. Lipids., 101, 196 Selley, 1988, Effect of 4-hydroxy-2,3-trans-nonenal on platelet function. Thromb. Haemost., 59, 143