Atherosclerosis
Volume 184, Issue 1 , Pages 1-7 , January 2006

Structural modifications of HDL and functional consequences

  • Gianna Ferretti

      Affiliations

    • Institute of Biochemistry, Faculty of Medicine, University of Ancona, via Ranieri 1-60131, Italy
    • Corresponding Author InformationCorresponding author. Tel.: +39 071 220 4968; fax: +39 071 220 4398.
    • ,
  • Tiziana Bacchetti

      Affiliations

    • Institute of Biochemistry, Faculty of Medicine, University of Ancona, via Ranieri 1-60131, Italy
    • ,
  • Anne Nègre-Salvayre

      Affiliations

    • Inserm UMR-466 and Biochemistry Department, IFR-31, CHU Rangueil, Toulouse, France
    • ,
  • Robert Salvayre

      Affiliations

    • Inserm UMR-466 and Biochemistry Department, IFR-31, CHU Rangueil, Toulouse, France
    • ,
  • Nicole Dousset

      Affiliations

    • FR 1744, University Paul Sabatier, Toulouse, France
    • ,
  • Giovanna Curatola

      Affiliations

    • Institute of Biochemistry, Faculty of Medicine, University of Ancona, via Ranieri 1-60131, Italy

Received 21 April 2005 ,Revised 18 July 2005 ,Accepted 1 August 2005.

References 

  1. Mazière JC, Myara I, Salmon S, et al. Copper- and malonaldehyde-induced modification of high density lipoprotein and parallel loss of lecithin cholesterol acyltransferase activation. Atherosclerosis. 1993;104:213–219
  2. Marcel YL, Jewer D, Leblond L, Weech PK, Milne RW. Lipid peroxidation changes the expression of specific epitopes of apolipoprotein A-I modification. J Biol Chem. 1989;264:19942–19950
  3. Nagano Y, Arai H, Kita T. High density lipoprotein loses its effect to stimulate efflux of cholesterol from foam cells after oxidative. Proc Natl Acad Sci USA. 1991;88:4457–4461
  4. Ferretti G, Taus M, Dousset N, et al. Physico-chemical properties of copper-oxidized high density lipoproteins: a fluorescence study. Biochem Mol Biol Intern. 1993;30:713–719
  5. Bowry VW, Stanley KK, Stocker R. HDL is the major carrier of lipid hydroperoxides in human blood plasma from fasting donors. Proc Natl Acad Sci USA. 1992;89:10316–10320
  6. Bonnefont-Rousselot D, Motta C, Khalil AO, et al. Physicochemical changes in human high-density lipoproteins (HDL) oxidized by gamma radiolysis-generated oxyradicals effect on their cholesterol effluxing capacity. Biochim Biophys Acta. 1995;1255:23–30
  7. Salmon S, Santus R, Mazière JC, Aubailly M, Haigle J. Modified apolipoprotein pattern after irradiation of human high density lipoproteins by ultraviolet B. Biochim Biophys Acta. 1992;1128:167–173
  8. Guertin F, Brunet S, Tuchweber B, Levy E. Malondiadehyde-modified high density lipoprotein cholesterol plasma removal, tissue distribution and biliary sterol secretion in rats. Biochim Biophys Acta. 1994;1214:137–142
  9. Mc Call MR, Tang JY, Bielicki JK, Forte TM. Inhibition of lecithin-cholesterol acyltransferase and modification of HDL apolipoproteins by aldehydes. Arterioscler Thromb Vasc Biol. 1995;15:1599–1606
  10. Francis GA, Oram JF, Heinecke JW, Bierman EL. Oxidative tyrosylation of HDL enhances the depletion of cellular cholesteryl esters by a mechanism independent of passive sterol desorption. Biochemistry. 1996;35:15188–15197
  11. Guertin F, Brunet S, Lairon D, Levy E. Tyrosylation of high density lipoprotein impairs biliary sterol secretion in rats. Atherosclerosis. 1997;131:35–41
  12. Garner B, Waldeck AR, Witting PK, Rye KA, Stocker R. Oxidation of high density lipoproteins. II. Evidence for direct reduction of lipid hydroperoxides by methionine residues of apolipoproteins AI and AII. J Biol Chem. 1998;273:6088–6095
  13. Mc Call MR, van den Berg JJ, Kuypers FA, et al. Modification of LCAT activity and HDL structure: new links between cigarette smoke and coronary heart disease risk. Arterioscler Thromb. 1994;14:248–253
  14. Ueyama K, Yokode M, Arai H, et al. Cholesterol efflux effect of HDL is impaired by whole cigarette smoke extracts through lipid peroxidation. Free Radic Biol Med. 1998;24:182–190
  15. Panzenboeck U, Raitmayer S, Reicher H, et al. Effects of reagent and enzymatically generated hypochlorite on physicochemical and metabolic properties of high density lipoproteins. J Biol Chem. 1997;272:29711–29720
  16. Francis GA. High density lipoprotein oxidation in vitro susceptibility and potential in vivo consequences. Biochim Biophys Acta. 2000;1483:217–235
  17. Esterbauer H, Gebicki J, Puhl H, Jurgens G. The role of lipid peroxidation and antioxidants in oxidative modification of LDL. Free Rad Biol Med. 1992;13:341–390
  18. Marsche G, Hammer A, Oskolkova O, et al. Hypochlorite-modified high density lipoprotein, a high affinity ligand to scavenger receptor class B, type I, impairs high density lipoprotein-dependent selective lipid uptake and reverse cholesterol transport. J Biol Chem. 2002;277:32172–32179
  19. Wang WQ, Merriam DL, Moses AS, Francis GA. Enhanced cholesterol efflux by tyrosyl radical-oxidized high density lipoprotein is mediated by apolipoprotein AI–AII heterodimers. J Biol Chem. 1998;273:17391–17398
  20. Salmon S, Mazière C, Auclair M, et al. Malondialdehyde modification and copper-induced autooxidation of high-density lipoprotein decrease cholesterol efflux from human cultured fibroblasts. Biochim Biophys Acta. 1992;1125:230–235
  21. Morel DW. Reduced cholesterol efflux to mildly oxidized high density lipoproteins. Biochem Biophys Res Commun. 1994;200:408–416
  22. Rifici VA, Khachadurian AK. Oxidation of high density lipoproteins: characterization and effects on cholesterol efflux from J774 macrophages. Biochim Biophys Acta. 1996;1299:87–94
  23. Cogny A, Atger V, Paul JL, Soni T, Moatti N. High-density lipoprotein3 physicochemical modifications induced by interaction with human polymorphonuclear leucocytes affect their ability to remove cholesterol from cells. Biochem J. 1996;314:285–292
  24. Hurtado I, Fiol C, Gracia V, Caldu P. In vitro oxidised HDL exerts a cytotoxic effect on macrophages. Atherosclerosis. 1996;125:39–46
  25. Alomar Y, Nègre-Salvayre A, Levade T, Valdiguié P, Salvayre R. Oxidized HDL are much less cytotoxic to lymphoblastoid cells than oxidized LDL. Biochim Biophys Acta. 1992;1128:163–166
  26. Girona J, La Ville AE, Heras M, Olivé S, Masana L. Oxidized lipoproteins including HDL and their lipid peroxidation products inhibit TNF-alpha secretion by THP-1 human macrophages. Free Radic Biol Med. 1997;23:658–667
  27. Jaouad L, Milochevitch C, Khalil A. PON1 paraoxonase activity is reduced during HDL oxidation and is an indicator of HDL antioxidant capacity. Free Radic Res. 2003;37:77–83
  28. Ferretti G, Bacchetti T, Busni D, Rabini RA, Curatola G. Protective effect of paraoxonase activity in high-density lipoproteins against erythrocyte membranes peroxidation: a comparison between healthy subjects and type 1 diabetic patients. J Clin Endocrinol Metab. 2004;89:2957–2962
  29. Panzenböck U, Kritharides L, Raftery M, Rye A, Stocker R. Oxidation of methionine residues to methionine sulfoxides does not decrease potential antiatherogenic properties of apolipoprotein A-I. J Biol Chem. 2000;275:19536–19544
  30. Panzenbock U, Stocker R. Formation of methionine sulfoxide-containing specific forms of oxidized high-density lipoproteins. Biochim Biophys Acta. 2005;1703:171–181
  31. De Vries HE, Breedveld B, Kuiper J, et al. High-density lipoprotein and cerebral endothelial cells in vitro: interactions and transport. Biochem Pharmacol. 1995;5:271–273
  32. Herz J, Bock HH. Lipoprotein receptors in the nervous system. Annu Rev Biochem. 2002;71:405–434
  33. Keller JN, Hanni KB, Kindy MS. Oxidized high-density lipoprotein induces neuron death. Exp Neurol. 2000;161:621–630
  34. Kivatinitz SC, Pelsman MA, Alonso AC, Bagatolli L, Quiroga S. High-density lipoprotein aggregated by oxidation induces degeneration of neuronal cells. J Neurochem. 1997;69:2102–2114
  35. Kontush A. Alzheimer's amyloid-beta as a preventive antioxidant for brain lipoproteins. Cell Mol Neurobiol. 2001;21:299–315
  36. Kontush A, Donarski N, Beisiegel U. Resistance of human cerebrospinal fluids to in vitro oxidation is directly related to its β-amyloid content. Free Radic Res. 2001;35:507–517
  37. Kontush A. Amyloid-beta: an antioxidant that becomes a pro-oxidant and critically contributes to Alzheimer's disease. Free Radic Biol Med. 2001;31:1120–1131
  38. Bassett CN, Montine KS, Neely MD, Swift LL, Montine TJ. Cerebrospinal fluid lipoproteins in Alzheimer's disease. Microsc Res Tech. 2000;50:282–286
  39. Keller JN, Hanni KB, Gabbita SP, et al. Oxidized lipoproteins increase reactive oxygen species formation in microglia and astrocyte cell lines.. Brain Res. 1999;830:10–15
  40. Keller JN, Hanni KB, Kindy MS. Oxidized high-density lipoprotein induces neuron death. Exp Neurol. 2000;161:621–630
  41. Bassett CN, Neely MD, Sidell KR, et al. Cerebrospinal fluid lipoproteins are more vulnerable to oxidation in Alzheimer's disease and are neurotoxic when oxidized ex vivo. Lipids. 1999;34:1273–1280
  42. Schippling S, Kontush A, Arlt S, et al. Increased lipoprotein oxidation in Alzheimer's disease. Free Radic Biol Med. 2000;28:351–360
  43. Mc Cance DR, Dyer DG, Dunn JA, et al. Maillard reaction products and their relation to complications in insulin dependent diabetes mellitus. J Clin Invest. 1993;92:2470–2478
  44. Lyons TJ, Jenkins AJ. Glycation, oxidation and lipid oxidation in the development of the complications of diabetes: a carbonyl stress hypothesis. Diab Rev. 1997;5:365–391
  45. Tames FJ, Mackness MI, Arrol S, Laing I, Durrington PN. Non-enzymatic glycation of apolipoprotein B in the sera of diabetic and non-diabetic subjects. Atherosclerosis. 1992;3:237–244
  46. Rashduni DL, Rifici VA, Schneider SH, Khachadurian AK. Glycation of high density lipoprotein does not increase its susceptibility to oxidation or diminish its cholesterol efflux capacity. Metabolism. 1999;48:139–143
  47. Hedrick CC, Thorpe SR, Fu MX, et al. Glycation impairs high density lipoprotein function. Diabetologia. 2000;43:312–320
  48. Ferretti G, Bacchetti T, Marchionni C, Caldarelli L, Curatola G. Effect of glycation of high density lipoproteins on their physicochemical properties and on paraoxonase activity. Acta Diabetol. 2001;38:163–169
  49. Lemkadem B, Loiseau D, Larcher G, Malthiery Y, Foussard F. Effect of the nonenzymatic glycosylation of high density lipoprotein-3 on the cholesterol ester transfer protein activity. Lipids. 1999;34:1281–1286
  50. Duell PB, Oram JF, Bierman EL. Nonenzymatic glycosylation of HDL and impaired HDL-receptor-mediated cholesterol efflux. Diabetes. 1991;40:377–384
  51. Matsunaga T, Iguchi K, Nakajima T, et al. Glycated high-density lipoprotein induces apoptosis of endothelial cells via a mitochondrial dysfunction. Biochem Biophys Res Commun. 2001;287:714–720
  52. Mc Cully KS. Homocysteine and vascular disease. Nat Med. 1996;2:386–389
  53. Mc Cully KS, Wilson RB. Homocysteine theory of arteriosclerosis. Atherosclerosis. 1975;22:215–227
  54. Jakubowski H. Metabolism of homocysteine-thiolactone in human cell culture: possible mechanism for pathological consequences of elevated homocysteine levels. J Biol Chem. 1997;272:1935–1942
  55. Jakubowski H. Homocysteine thiolacetone: metabolic origin and protein homocysteinylation in humans. J Nutr. 2000;130(2S Suppl.):377S–381S
  56. Jakubowski H. Protein homocysteinylation: possible mechanism underlying pathological consequences of elevated homocysteine levels. FASEB J. 1999;13:2277–2283
  57. Liu G, Nellaiappan K, Kagan HM. Irreversible inhibition of lysine oxidase by homocysteine thiolactone and its selenium and oxygen analogues. J Biol Chem. 1997;272:32370–32377
  58. Ferguson E, Hogg N, Antholine WE, et al. Characterization of the adduct formed from the reaction between homocysteine thiolactone and low-density lipoprotein: antioxidant implications. Free Radic Biol Med. 1999;26:968–977
  59. Ferretti G, Bacchetti T, Moroni C, et al. Effect of homocysteinylation of low density lipoproteins on lipid peroxidation of human endothelial cells. J Cell Biochem. 2004;92:351–360
  60. Vignini A, Nanetti L, Bacchetti T, et al. Modification induced by homocysteine and low-density lipoprotein on human aortic endothelial cells: an in vitro study. J Clin Endocrinol Metab. 2004;89:4558–4561
  61. Ferretti G, Bacchetti T, Marotti E, Curatola G. Effect of homocysteinylation on human high density lipoproteins: a correlation with paraoxonase activity. Metabolism. 2003;52:146–151
  62. Jakubowski H. Calcium-dependent human serum homocysteine thiolactone hydrolase A protective mechanism against protein N-homocysteinylation. J Biol Chem. 2000;275:3957–3962
  63. Jakubowski H, Ambrosius WT, Pratt JH. Genetic determinants of homocysteine thiolactonase activity in humans: implication for atherosclerosis. FEBS Lett. 2001;491:35–39
  64. Heinecke JW, Li W, Daehnke HL, Goldstein JA. Dityrosine, a specific marker of oxidation, is synthesized by the myeloperoxidase–hydrogen peroxide system of human neutrophils and macrophages. J Biol Chem. 1993;268:4069–4077
  65. Banka CL. High density lipoprotein and lipoprotein oxidation. Curr Opin Lipidol. 1996;7:139–142
  66. Francis GA, Mendez AJ, Bierman EL, Heinecke JW. Oxidative tyrosylation of high density lipoprotein by peroxidase enhances cholesterol removal from cultured fibroblasts and macrophage foam cells. Proc Natl Acad Sci USA. 1993;90:6631–6635
  67. Suc I, Brunet S, Mitchell G, Rivard GE, Levy E. Oxidative tyrosylation of high density lipoproteins impairs cholesterol efflux from mouse J774 macrophages: role of scavenger receptor, classes A and B. J Cell Sci. 2003;116:89–99
  68. Gorshkova IN, Menschikowski M, Jaross W. Alterations in the physicochemical characteristics of low and high density lipoproteins after lipolysis with phospholipase A2. A spin-label study. Biochim Biophys Acta. 1996;1300:103–113
  69. Pirillo A, Ghiselli G. Enhanced macrophage uptake of elastase-modified high-density lipoproteins. Biochem Biophys Res Commun. 2000;271:386–391

PII: S0021-9150(05)00519-8

doi: 10.1016/j.atherosclerosis.2005.08.008

Atherosclerosis
Volume 184, Issue 1 , Pages 1-7 , January 2006

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