Home LiteratureArticle Details
PMID: 30833142 Published · ppublish English Journal Article Research Support, Non-U.S. Gov't Review

Lipoxidation in cardiovascular diseases.

Redox biology ·Vol. 23 ·2019-00-00 ·Pages 101119

Gianazza E, Brioschi M, Fernandez AM, Banfi C

Abstract

Lipids can go through lipid peroxidation, an endogenous chain reaction that consists in the oxidative degradation of lipids leading to the generation of a wide variety of highly reactive carbonyl species (RCS), such as short-chain carbonyl derivatives and oxidized truncated phospholipids. RCS exert a wide range of biological effects due to their ability to interact and covalently bind to nucleophilic groups on other macromolecules, such as nucleic acids, phospholipids, and proteins, forming reversible and/or irreversible modifications and generating the so-called advanced lipoxidation end-products (ALEs). Lipoxidation plays a relevant role in the onset of cardiovascular diseases (CVD), mainly in the atherosclerosis-based diseases in which oxidized lipids and their adducts have been extensively characterized and associated with several processes responsible for the onset and development of atherosclerosis, such as endothelial dysfunction and inflammation. Herein we will review the current knowledge on the sources of lipids that undergo oxidation in the context of cardiovascular diseases, both from the bloodstream and tissues, and the methods for detection, characterization, and quantitation of their oxidative products and protein adducts. Moreover, lipoxidation and ALEs have been associated with many oxidative-based diseases, including CVD, not only as potential biomarkers but also as therapeutic targets. Indeed, several therapeutic strategies, acting at different levels of the ALEs cascade, have been proposed, essentially blocking ALEs formation, but also their catabolism or the resulting biological responses they induce. However, a deeper understanding of the mechanisms of formation and targets of ALEs could expand the available therapeutic strategies.

Keywords
4-Hydroxy-2-nonenal Advanced lipoxidation end-products Cardiovascular diseases Lipoprotein Lipoxidation Mass spectrometry
MeSH Terms
Animals Biomarkers Cardiovascular Diseases/etiology,metabolism Disease Susceptibility Glycation End Products, Advanced/metabolism Humans Lipid Metabolism Lipid Peroxidation Lipoproteins/metabolism Oxidation-Reduction Oxidative Stress
Chemicals
Biomarkers Glycation End Products, Advanced Lipoproteins
Authors & Affiliations
4 authors, click to expand affiliations / ORCID
Gianazza Erica
Centro Cardiologico Monzino, IRCCS, Milano, Italy.
Brioschi Maura
Centro Cardiologico Monzino, IRCCS, Milano, Italy.
Fernandez Alma Martinez
Centro Cardiologico Monzino, IRCCS, Milano, Italy.
Banfi Cristina
Centro Cardiologico Monzino, IRCCS, Milano, Italy. Electronic address: [email protected].
References (321)
321 references, click to expand
  1. Two dimensional blue native/SDS-PAGE to identify mitochondrial complex I subunits modified by 4-hydroxynonenal (HNE).
    Front Physiol. 2015 Mar 26;6:98 PMID: 25859224
  2. New method for HPLC separation and fluorescence detection of malonaldehyde in normal human plasma.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Feb 17;832(1):103-8 PMID: 16439188
  3. Derivatization of F2-isoprostanes with 1-pyrenyldiazomethane and their subsequent determination by fluorescence high-performance liquid chromatography.
    Anal Biochem. 2002 Dec 1;311(1):10-8 PMID: 12441147
  4. Simultaneous quantification of 8-iso-prostaglandin-F(2alpha) and 11-dehydro thromboxane B(2) in human urine by liquid chromatography-tandem mass spectrometry.
    Anal Biochem. 2010 Feb 15;397(2):168-74 PMID: 19825360
  5. The cardiac phenotype induced by PPARalpha overexpression mimics that caused by diabetes mellitus.
    J Clin Invest. 2002 Jan;109(1):121-30 PMID: 11781357
  6. Proinflammatory effects of advanced lipoxidation end products in monocytes.
    Diabetes. 2008 Apr;57(4):879-88 PMID: 18003754
  7. Urinary 8-iso-prostaglandin F2alpha as a risk marker in patients with coronary heart disease: a matched case-control study.
    Circulation. 2004 Feb 24;109(7):843-8 PMID: 14757688
  8. Malondialdehyde alteration of low density lipoproteins leads to cholesteryl ester accumulation in human monocyte-macrophages.
    Proc Natl Acad Sci U S A. 1980 Apr;77(4):2214-8 PMID: 6769124
  9. Model studies on protein side chain modification by 4-oxo-2-nonenal.
    Chem Res Toxicol. 2003 Apr;16(4):512-23 PMID: 12703968
  10. Oxidative stress: Determination of 4-hydroxy-2-nonenal by gas chromatography/mass spectrometry in human and rat plasma.
    Free Radic Res. 2015 Oct;49(10):1233-8 PMID: 26053028
  11. Increased 4-hydroxynonenal formation contributes to obesity-related lipolytic activation in adipocytes.
    PLoS One. 2013 Aug 05;8(8):e70663 PMID: 23940618
  12. Self-regulatory role of 4-hydroxynonenal in signaling for stress-induced programmed cell death.
    Free Radic Biol Med. 2008 Jul 15;45(2):111-8 PMID: 18456001
  13. Unsaturated aldehydes including 4-OH-nonenal are elevated in patients with congestive heart failure.
    J Card Fail. 2000 Jun;6(2):108-14 PMID: 10908084
  14. Antiatherogenic effect of bisvanillyl-hydralazone, a new hydralazine derivative with antioxidant, carbonyl scavenger, and antiapoptotic properties.
    Antioxid Redox Signal. 2011 Jun;14(11):2093-106 PMID: 21043830
  15. Acrolein activates matrix metalloproteinases by increasing reactive oxygen species in macrophages.
    Toxicol Appl Pharmacol. 2009 Apr 15;236(2):194-201 PMID: 19371603
  16. 4-Hydroxynonenal (HNE) modified proteins in metabolic diseases.
    Free Radic Biol Med. 2017 Oct;111:309-315 PMID: 27815191
  17. On the role of 4-hydroxynonenal in health and disease.
    Biochim Biophys Acta. 2015 May;1852(5):826-38 PMID: 25643868
  18. Associations of plasma 8-isoprostane levels with the presence and extent of coronary stenosis in patients with coronary artery disease.
    Atherosclerosis. 2006 Feb;184(2):425-30 PMID: 15996671
  19. Non-enzymatic modification of aminophospholipids by carbonyl-amine reactions.
    Int J Mol Sci. 2013 Feb 05;14(2):3285-313 PMID: 23385235
  20. Vascular endothelial function in health and diseases.
    Pathophysiology. 2008 Jun;15(1):49-67 PMID: 18434105
  21. Determination of acrolein in serum by high-performance liquid chromatography with fluorescence detection after pre-column fluorogenic derivatization using 1,2-diamino-4,5-dimethoxybenzene.
    Biomed Chromatogr. 2015 Sep;29(9):1304-8 PMID: 25620324
  22. Recent Advancements in the LC- and GC-Based Analysis of Malondialdehyde (MDA): A Brief Overview.
    Chromatographia. 2012 May;75(9-10):433-440 PMID: 22593603
  23. Simultaneous GC-MS/MS measurement of malondialdehyde and 4-hydroxy-2-nonenal in human plasma: Effects of long-term L-arginine administration.
    Anal Biochem. 2017 May 1;524:31-44 PMID: 27530652
  24. Suppression of hERG K+ current and cardiac action potential prolongation by 4-hydroxynonenal via dual mechanisms.
    Redox Biol. 2018 Oct;19:190-199 PMID: 30172983
  25. Trimetazidine improves endothelial dysfunction in chronic heart failure: an antioxidant effect.
    Eur Heart J. 2007 May;28(9):1102-8 PMID: 17456483
  26. Improved procedure for the determination of malonaldehyde by gas-chromatography with electron-capture detection as 2,4,6-trichlorophenylhydrazine derivative.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Oct 25;796(1):201-7 PMID: 14552832
  27. Analysis of malondialdehyde in human plasma samples through derivatization with 2,4-dinitrophenylhydrazine by ultrasound-assisted dispersive liquid-liquid microextraction-GC-FID approach.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Jul 1;1089:60-69 PMID: 29763745
  28. Assessment of lipid peroxidation by measuring malondialdehyde (MDA) and relatives in biological samples: Analytical and biological challenges.
    Anal Biochem. 2017 May 1;524:13-30 PMID: 27789233
  29. Circulating lipid hydroperoxides predict cardiovascular events in patients with stable coronary artery disease: the PREVENT study.
    J Am Coll Cardiol. 2008 Mar 25;51(12):1196-202 PMID: 18355658
  30. A mass spectrometry approach for the identification and localization of small aldehyde modifications of proteins.
    Arch Biochem Biophys. 2018 May 15;646:38-45 PMID: 29580947
  31. Lipidomics of oxidized polyunsaturated fatty acids.
    Free Radic Biol Med. 2013 Jun;59:45-55 PMID: 22940496
  32. The advanced glycation end product, Nepsilon-(carboxymethyl)lysine, is a product of both lipid peroxidation and glycoxidation reactions.
    J Biol Chem. 1996 Apr 26;271(17):9982-6 PMID: 8626637
  33. Chelating activity of advanced glycation end-product inhibitors.
    J Biol Chem. 2001 Dec 28;276(52):48967-72 PMID: 11677237
  34. Specificity of the thiobarbituric acid reaction: its use in studies of lipid peroxidation.
    Clin Chem. 1988 Dec;34(12):2433-8 PMID: 3197281
  35. The proteasomal system and HNE-modified proteins.
    Mol Aspects Med. 2003 Aug-Oct;24(4-5):195-204 PMID: 12892997
  36. Human epicardial adipose tissue: a review.
    Am Heart J. 2007 Jun;153(6):907-17 PMID: 17540190
  37. Lipoxidation adducts with peptides and proteins: deleterious modifications or signaling mechanisms?
    J Proteomics. 2013 Oct 30;92:110-31 PMID: 23770299
  38. Antisera and monoclonal antibodies specific for epitopes generated during oxidative modification of low density lipoprotein.
    Arteriosclerosis. 1990 May-Jun;10(3):325-35 PMID: 1693068
  39. Prostaglandin F2-like compounds, F2-isoprostanes, are present in increased amounts in human atherosclerotic lesions.
    Arterioscler Thromb Vasc Biol. 1997 Nov;17(11):3236-41 PMID: 9409317
  40. Oxidized LDL enhances pro-inflammatory responses of alternatively activated M2 macrophages: a crucial role for Krüppel-like factor 2.
    Atherosclerosis. 2011 Feb;214(2):345-9 PMID: 21167486
  41. Antioxidant activity of the pyridoindole stobadine. Pulse radiolytic characterization of one-electron-oxidized stobadine and quenching of singlet molecular oxygen.
    Chem Res Toxicol. 1992 May-Jun;5(3):355-60 PMID: 1504258
  42. Characterization of epitopes recognized by 4-hydroxy-2-nonenal specific antibodies.
    Arch Biochem Biophys. 1995 Dec 20;324(2):241-8 PMID: 8554315
  43. Fluorometric determination of acrolein and related compounds with m-aminophenol.
    Anal Chem. 1968 Sep;40(11):1704-8 PMID: 5747333
  44. Determination of thiobarbituric acid adduct of malondialdehyde using on-line microdialysis coupled with high-performance liquid chromatography.
    Anal Sci. 2003 Apr;19(4):621-4 PMID: 12725404
  45. A novel fluorescent probe diphenyl-1-pyrenylphosphine to follow lipid peroxidation in cell membranes.
    FEBS Lett. 2000 Jun 2;474(2-3):137-40 PMID: 10838073
  46. 4-hydroxy-2-nonenal protects against cardiac ischemia-reperfusion injury via the Nrf2-dependent pathway.
    J Mol Cell Cardiol. 2010 Oct;49(4):576-86 PMID: 20685357
  47. Detection of lipofuscin-like fluorophore in oxidized human low-density lipoprotein. 4-hydroxy-2-nonenal as a potential source of fluorescent chromophore.
    FEBS Lett. 2000 May 12;473(2):249-53 PMID: 10812084
  48. Enzymology of repair of etheno-adducts.
    Mutat Res. 2003 Oct 29;531(1-2):219-29 PMID: 14637257
  49. Contribution of the HNE-immunohistochemistry to modern pathological concepts of major human diseases.
    Free Radic Biol Med. 2017 Oct;111:110-126 PMID: 27993730
  50. The effect of oxidized phospholipids on phenotypic polarization and function of macrophages.
    Free Radic Biol Med. 2017 Oct;111:156-168 PMID: 28232205
  51. Inhibition effect of pyridoxamine on lipid hydroperoxide-derived modifications to human serum albumin.
    PLoS One. 2018 Apr 19;13(4):e0196050 PMID: 29672562
  52. Quantification of 15-F2t-isoprostane in human plasma and urine: results from enzyme-linked immunoassay and liquid chromatography/tandem mass spectrometry cannot be compared.
    Rapid Commun Mass Spectrom. 2011 Feb 28;25(4):463-8 PMID: 21259353
  53. Determination of aliphatic aldehydes by liquid chromatography with pulsed amperometric detection.
    J Chromatogr A. 2005 Jan 21;1063(1-2):129-35 PMID: 15700464
  54. Systemic regulation of vascular NAD(P)H oxidase activity and nox isoform expression in human arteries and veins.
    Arterioscler Thromb Vasc Biol. 2004 Sep;24(9):1614-20 PMID: 15256399
  55. Modifications of proteins by polyunsaturated fatty acid peroxidation products.
    Proc Natl Acad Sci U S A. 2000 Jan 18;97(2):611-6 PMID: 10639127
  56. Mass spectrometry for detection of 4-hydroxy-trans-2-nonenal (HNE) adducts with peptides and proteins.
    Mass Spectrom Rev. 2004 Jul-Aug;23(4):281-305 PMID: 15133838
  57. Peroxisome proliferator-activated receptor gamma coactivator-1 (PGC-1) regulatory cascade in cardiac physiology and disease.
    Circulation. 2007 May 15;115(19):2540-8 PMID: 17502589
  58. The endothelium and its role in regulating vascular tone.
    Open Cardiovasc Med J. 2010 Dec 23;4:302-12 PMID: 21339899
  59. Increased levels of 4-hydroxynonenal and acrolein in the brain in preclinical Alzheimer disease.
    Free Radic Biol Med. 2010 Jun 15;48(12):1570-6 PMID: 20171275
  60. Mechanisms linking obesity with cardiovascular disease.
    Nature. 2006 Dec 14;444(7121):875-80 PMID: 17167476
  61. Desensitization of platelet-derived growth factor receptor-beta by oxidized lipids in vascular cells and atherosclerotic lesions: prevention by aldehyde scavengers.
    Circ Res. 2006 Mar 31;98(6):785-92 PMID: 16527993
  62. Formation of 4-hydroxy-2-nonenal protein adducts in the ischemic rat heart after transplantation.
    J Heart Lung Transplant. 2005 Jun;24(6):730-6 PMID: 15949734
  63. Pyridoxamine as a multifunctional pharmaceutical: targeting pathogenic glycation and oxidative damage.
    Cell Mol Life Sci. 2005 Aug;62(15):1671-81 PMID: 15905958
  64. Endothelial dysfunction: a marker of atherosclerotic risk.
    Arterioscler Thromb Vasc Biol. 2003 Feb 1;23(2):168-75 PMID: 12588755
  65. Carbonyl scavenger and antiatherogenic effects of hydrazine derivatives.
    Free Radic Biol Med. 2008 Nov 15;45(10):1457-67 PMID: 18801426
  66. Increased systemic inflammation and oxidative stress in patients with worsening congestive heart failure: improvement after short-term inotropic support.
    Clin Sci (Lond). 2006 Apr;110(4):483-9 PMID: 16402915
  67. Advanced lipoxidation end-products.
    Chem Biol Interact. 2011 Jun 30;192(1-2):14-20 PMID: 21238437
  68. The Application of Multiple Reaction Monitoring to Assess Apo A-I Methionine Oxidations in Diabetes and Cardiovascular Disease.
    Transl Proteom. 2014 Dec 1;4-5:18-24 PMID: 25705587
  69. Modification of low-density lipoprotein by myeloperoxidase-derived oxidants and reagent hypochlorous acid.
    Biochim Biophys Acta. 2006 Apr;1761(4):392-415 PMID: 16698314
  70. Rapid and easy method for monitoring oxidative stress markers in body fluids of patients with asbestos or silica-induced lung diseases.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Aug 15;877(24):2477-86 PMID: 19574111
  71. Levels of F2-isoprostanes, F4-neuroprostanes, and total nitrate/nitrite in plasma and cerebrospinal fluid of patients with traumatic brain injury.
    Free Radic Res. 2015;49(12):1419-30 PMID: 26271312
  72. Analysis of oxidized phospholipids by MALDI mass spectrometry using 6-aza-2-thiothymine together with matrix additives and disposable target surfaces.
    Anal Chem. 2010 Jul 1;82(13):5502-10 PMID: 20533831
  73. Measurement of free and bound malondialdehyde in plasma by high-performance liquid chromatography as the 2,4-dinitrophenylhydrazine derivative.
    J Chromatogr B Biomed Sci Appl. 2000 Jun 9;742(2):315-25 PMID: 10901136
  74. Minimizing artifactual elevation of lipid peroxidation products (F2-isoprostanes) in plasma during collection and storage.
    Anal Biochem. 2014 Mar 15;449:129-31 PMID: 24380789
  75. Measurement of 4-hydroxynonenal in small volume blood plasma samples: modification of a gas chromatographic-mass spectrometric method for clinical settings.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Jul 15;774(2):231-9 PMID: 12076693
  76. Estimation of lipid peroxidation induced by hydrogen peroxide in cultured human lymphocytes.
    Dose Response. 2012;10(1):1-10 PMID: 22423225
  77. Modification of low density lipoprotein by advanced glycation end products contributes to the dyslipidemia of diabetes and renal insufficiency.
    Proc Natl Acad Sci U S A. 1994 Sep 27;91(20):9441-5 PMID: 7937786
  78. Biological markers of oxidative stress: Applications to cardiovascular research and practice.
    Redox Biol. 2013 Oct 08;1:483-91 PMID: 24251116
  79. α,β-Unsaturated aldehyde pollutant acrolein suppresses cardiomyocyte contractile function: Role of TRPV1 and oxidative stress.
    Environ Toxicol. 2015 May-Jun;30(6):638-47 PMID: 24376112
  80. Oxidative lipidomics coming of age: advances in analysis of oxidized phospholipids in physiology and pathology.
    Antioxid Redox Signal. 2015 Jun 20;22(18):1646-66 PMID: 25694038
  81. Mitochondrial function in the heart: the insight into mechanisms and therapeutic potentials.
    Br J Pharmacol. 2018 Jul 2;:null PMID: 29968316
  82. Identification of protein targets of 4-hydroxynonenal using click chemistry for ex vivo biotinylation of azido and alkynyl derivatives.
    Chem Res Toxicol. 2008 Feb;21(2):432-44 PMID: 18232660
  83. Relation of functional capacity with the oxidative stress and antioxidants in chronic heart failure.
    Congest Heart Fail. 2001 Nov-Dec;7(6):309-311 PMID: 11828175
  84. F2-isoprostanes as an indicator and risk factor for coronary heart disease.
    Free Radic Biol Med. 2011 Mar 1;50(5):559-66 PMID: 21126576
  85. Urinary 8-isoprostane levels can indicate the presence, severity and extent of angiographic coronary artery disease.
    Acta Cardiol. 2008 Aug;63(4):415-22 PMID: 18795577
  86. LOX-1 in atherosclerosis: biological functions and pharmacological modifiers.
    Cell Mol Life Sci. 2013 Aug;70(16):2859-72 PMID: 23124189
  87. Mechanism for obesity-induced increase in myocardial lipid peroxidation.
    Int J Obes Relat Metab Disord. 2001 Mar;25(3):378-88 PMID: 11319636
  88. N-Acetylcysteine Influence on Oxidative Stress and Cardiac Remodeling in Rats During Transition from Compensated Left Ventricular Hypertrophy to Heart Failure.
    Cell Physiol Biochem. 2017;44(6):2310-2321 PMID: 29258061
  89. Increased isoprostane content in coronary plaques obtained from vulnerable patients.
    Prostaglandins Leukot Essent Fatty Acids. 2008 Apr-May;78(4-5):257-63 PMID: 18460418
  90. The antioxidant N-acetylcysteine promotes atherosclerotic plaque stabilization through suppression of RAGE, MMPs and NF-κB in ApoE-deficient mice.
    J Atheroscler Thromb. 2011;18(11):998-1008 PMID: 21873804
  91. Acrolein-sequestering ability of endogenous dipeptides: characterization of carnosine and homocarnosine/acrolein adducts by electrospray ionization tandem mass spectrometry.
    J Mass Spectrom. 2003 Sep;38(9):996-1006 PMID: 14505328
  92. Transgenic expression of fatty acid transport protein 1 in the heart causes lipotoxic cardiomyopathy.
    Circ Res. 2005 Feb 4;96(2):225-33 PMID: 15618539
  93. Development of enzyme-linked immunosorbent assay for 8-iso-prostaglandin F2alpha, a biomarker of oxidative stress in vivo, and its application to the quantification in aged rats.
    J Pharm Biomed Anal. 2009 Dec 5;50(5):911-6 PMID: 19581065
  94. Quenching activity of carnosine derivatives towards reactive carbonyl species: Focus on α-(methylglyoxal) and β-(malondialdehyde) dicarbonyls.
    Biochem Biophys Res Commun. 2017 Oct 21;492(3):487-492 PMID: 28834691
  95. Isotope-coded dimethyl tagging for differential quantification of posttranslational protein carbonylation by 4-hydroxy-2-nonenal, an end-product of lipid peroxidation.
    J Mass Spectrom. 2011 Oct;46(10):976-85 PMID: 22012663
  96. Diaminonaphtalene, a new highly specific reagent for HPLC-UV measurement of total and free malondialdehyde in human plasma or serum.
    Free Radic Biol Med. 2001 Jul 15;31(2):242-9 PMID: 11440836
  97. Carnosine and its possible roles in nutrition and health.
    Adv Food Nutr Res. 2009;57:87-154 PMID: 19595386
  98. Antioxidant and pharmacodynamic effects of pyridoindole stobadine.
    Gen Pharmacol. 1998 May;30(5):627-38 PMID: 9559311
  99. High-performance liquid chromatographic determination of acrolein as a marker for cyclophosphamide bioactivation in human liver microsomes.
    J Chromatogr B Biomed Sci Appl. 1997 Apr 25;692(1):163-8 PMID: 9187396
  100. Determination of malondialdehyde in human blood by headspace-solid phase micro-extraction gas chromatography-mass spectrometry after derivatization with 2,2,2-trifluoroethylhydrazine.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Nov 1;877(29):3707-11 PMID: 19800854
  101. Oxidative DNA damage and cardiovascular disease.
    Trends Cardiovasc Med. 2001 Apr-May;11(3-4):148-55 PMID: 11686005
  102. Validation of malondialdehyde and 4-hydroxy-2-trans-nonenal measurement in plasma by NICI-GC-MS.
    J Biochem. 1998 May;123(5):918-23 PMID: 9562626
  103. Measurement of HNE-protein adducts in human plasma and serum by ELISA-Comparison of two primary antibodies.
    Redox Biol. 2013 Feb 08;1:226-33 PMID: 24024156
  104. N-acetylcysteine attenuates the development of cardiac fibrosis and remodeling in a mouse model of heart failure.
    Physiol Rep. 2016 Apr;4(7):null PMID: 27081162
  105. Characterization of 4-oxo-2-nonenal as a novel product of lipid peroxidation.
    Chem Res Toxicol. 2000 Aug;13(8):698-702 PMID: 10956056
  106. Quantitation of plasma total 15-series F(2)-isoprostanes by sequential solid phase and liquid-liquid extraction.
    Anal Biochem. 2010 Jan 15;396(2):319-21 PMID: 19788885
  107. The peroxisome proliferator-activated receptor γ (PPARγ) controls natural protective mechanisms against lipid peroxidation in amyotrophic lateral sclerosis.
    J Biol Chem. 2012 Oct 19;287(43):35899-911 PMID: 22910911
  108. Mapping of phospholipids by MALDI imaging (MALDI-MSI): realities and expectations.
    Chem Phys Lipids. 2012 Jul;165(5):545-62 PMID: 22692104
  109. Profiling of aldehyde-containing compounds by stable isotope labelling-assisted mass spectrometry analysis.
    Analyst. 2015 Aug 7;140(15):5276-86 PMID: 26086784
  110. Adiposopathy is "sick fat" a cardiovascular disease?
    J Am Coll Cardiol. 2011 Jun 21;57(25):2461-73 PMID: 21679848
  111. Development of a method for the determination of 8-iso-PGF2α in sheep and goat plasma using solid-phase microextraction and ultra-performance liquid chromatography/tandem mass spectrometry.
    Rapid Commun Mass Spectrom. 2018 Oct 15;32(19):1675-1682 PMID: 29964308
  112. Mechanisms, Pathophysiology, and Management of Obesity.
    N Engl J Med. 2017 Apr 13;376(15):1492 PMID: 28402780
  113. Serum levels of thiobarbituric acid reactive substances predict cardiovascular events in patients with stable coronary artery disease: a longitudinal analysis of the PREVENT study.
    J Am Coll Cardiol. 2004 Nov 16;44(10):1996-2002 PMID: 15542282
  114. 4-Hydroxy-2-nonenal: a product and mediator of oxidative stress.
    Prog Lipid Res. 2003 Jul;42(4):318-43 PMID: 12689622
  115. A fast one-step extraction and UPLC-MS/MS analysis for E2/D 2 series prostaglandins and isoprostanes.
    Lipids. 2013 Apr;48(4):411-9 PMID: 23400687
  116. Determination of malondialdehyde in human plasma by fully automated solid phase analytical derivatization.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2009 May 1;877(13):1292-8 PMID: 19124277
  117. Quantification of F(2)-isoprostane isomers in cultured human lung epithelial cells after silica oxide and metal oxide nanoparticle treatment by liquid chromatography/tandem mass spectrometry.
    Talanta. 2010 Jun 15;81(4-5):1599-606 PMID: 20441945
  118. Inflammation-related gene expression by lipid oxidation-derived products in the progression of atherosclerosis.
    Free Radic Biol Med. 2012 Jan 1;52(1):19-34 PMID: 22037514
  119. Acceleration of matrix metalloproteinase-1 production and activation of platelet-derived growth factor receptor beta in human coronary smooth muscle cells by oxidized LDL and 4-hydroxynonenal.
    Biochim Biophys Acta. 2006 Aug;1763(8):797-804 PMID: 16876267
  120. Age-related differential growth rate and response to 4-hydroxynonenal in mouse aortic smooth muscle cells.
    Int J Mol Med. 2006 Jan;17(1):29-35 PMID: 16328008
  121. Sensitive detection of acrolein in serum using time-resolved luminescence.
    Org Lett. 2010 Apr 16;12(8):1704-7 PMID: 20232900
  122. Overexpression of heart-type fatty acid binding protein enhances fatty acid-induced podocyte injury.
    Exp Ther Med. 2018 Feb;15(2):2054-2061 PMID: 29434805
  123. Endothelial Dysfunction: Clinical Implications in Cardiovascular Disease and Therapeutic Approaches.
    J Korean Med Sci. 2015 Sep;30(9):1213-25 PMID: 26339159
  124. Age- and gender-related oxidative status determined in healthy subjects by means of OXY-SCORE, a potential new comprehensive index.
    Biomarkers. 2006 Nov-Dec;11(6):562-73 PMID: 17056475
  125. Proteomic analysis of 4-hydroxynonenal and nitrotyrosine modified proteins in RTT fibroblasts.
    Int J Biochem Cell Biol. 2016 Dec;81(Pt B):236-245 PMID: 27495376
  126. The Oxidative and Inflammatory State in Patients with Acute Renal Graft Dysfunction Treated with Tacrolimus.
    Oxid Med Cell Longev. 2016;2016:5405847 PMID: 27872679
  127. 4-Hydroxy hexenal derived from docosahexaenoic acid protects endothelial cells via Nrf2 activation.
    PLoS One. 2013 Jul 23;8(7):e69415 PMID: 23936010
  128. Characterization of oxidized phosphatidylethanolamine derived from RAW 264.7 cells using 4-(dimethylamino)benzoic acid derivatives.
    Eur J Mass Spectrom (Chichester). 2010;16(3):463-70 PMID: 20530831
  129. Carvedilol decreases elevated oxidative stress in human failing myocardium.
    Circulation. 2002 Jun 18;105(24):2867-71 PMID: 12070115
  130. Proteomic analysis of epicardial and subcutaneous adipose tissue reveals differences in proteins involved in oxidative stress.
    Am J Physiol Heart Circ Physiol. 2010 Jul;299(1):H202-9 PMID: 20435850
  131. Ability of carnosine and other skeletal muscle components to quench unsaturated aldehydic lipid oxidation products.
    J Agric Food Chem. 1999 Jan;47(1):51-5 PMID: 10563848
  132. The discovery of LOX-1, its ligands and clinical significance.
    Cardiovasc Drugs Ther. 2011 Oct;25(5):379-91 PMID: 21805404
  133. A method for detection of 4-hydroxy-2-nonenal adducts in proteins.
    Free Radic Biol Med. 2011 Jul 1;51(1):1-4 PMID: 21457776
  134. Evaluation of Alternate Isotope-Coded Derivatization Assay (AIDA) in the LC-MS/MS analysis of aldehydes in exhaled breath condensate.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2010 Oct 1;878(27):2616-22 PMID: 20207205
  135. Atheroprotective immunization with malondialdehyde-modified LDL is hapten specific and dependent on advanced MDA adducts: implications for development of an atheroprotective vaccine.
    J Lipid Res. 2014 Oct;55(10):2137-55 PMID: 25143462
  136. HNE Michael adducts to histidine and histidine-containing peptides as biomarkers of lipid-derived carbonyl stress in urines: LC-MS/MS profiling in Zucker obese rats.
    Anal Chem. 2007 Dec 1;79(23):9174-84 PMID: 17979257
  137. The role of MAPKs in adipocyte differentiation and obesity.
    Biochimie. 2005 Jan;87(1):51-6 PMID: 15733737
  138. Pleiotropic effects of oxidized phospholipids.
    Free Radic Biol Med. 2017 Oct;111:6-24 PMID: 28027924
  139. An easy and reliable automated method to estimate oxidative stress in the clinical setting.
    Methods Mol Biol. 2008;477:31-9 PMID: 19082936
  140. Determination of 4-hydroxy-2-nonenal at cellular levels by means of electrospray mass spectrometry.
    Rapid Commun Mass Spectrom. 1999;13(15):1573-9 PMID: 10421899
  141. Oxygen free radicals and congestive heart failure.
    Br Heart J. 1991 May;65(5):245-8 PMID: 2039668
  142. Formation of reactive cyclopentenone compounds in vivo as products of the isoprostane pathway.
    J Biol Chem. 1999 Apr 16;274(16):10863-8 PMID: 10196163
  143. Analytical method for lipoperoxidation relevant reactive aldehydes in human sera by high-performance liquid chromatography-fluorescence detection.
    Anal Biochem. 2014 Nov 1;464:36-42 PMID: 25017470
  144. N-3 Polyunsaturated Fatty Acids Decrease the Protein Expression of Soluble Epoxide Hydrolase via Oxidative Stress-Induced P38 Kinase in Rat Endothelial Cells.
    Nutrients. 2017 Jun 24;9(7):null PMID: 28672788
  145. Soluble epoxide hydrolase in atherosclerosis.
    Curr Atheroscler Rep. 2010 May;12(3):174-83 PMID: 20425256
  146. Measurement and Clinical Significance of Biomarkers of Oxidative Stress in Humans.
    Oxid Med Cell Longev. 2017;2017:6501046 PMID: 28698768
  147. The cyclopentenone product of lipid peroxidation, 15-A2t-isoprostane, is efficiently metabolized by HepG2 cells via conjugation with glutathione.
    Chem Res Toxicol. 2004 Jan;17(1):17-25 PMID: 14727915
  148. Monoclonal autoantibodies specific for oxidized phospholipids or oxidized phospholipid-protein adducts inhibit macrophage uptake of oxidized low-density lipoproteins.
    J Clin Invest. 1999 Jan;103(1):117-28 PMID: 9884341
  149. High throughput assay for evaluation of reactive carbonyl scavenging capacity.
    Redox Biol. 2014 Jan 30;2:590-8 PMID: 24688895
  150. Impact of 4-hydroxynonenal on matrix metalloproteinase-9 regulation in lipopolysaccharide-stimulated RAW 264.7 cells.
    Cell Biochem Funct. 2015 Mar;33(2):59-66 PMID: 25663587
  151. Enzyme-linked immunosorbent assay for 4-hydroxynonenal-histidine conjugates.
    Free Radic Res. 2006 Aug;40(8):809-20 PMID: 17015259
  152. Comet fluorescence in situ hybridization analysis for oxidative stress-induced DNA damage in colon cancer relevant genes.
    Toxicol Sci. 2007 Apr;96(2):279-84 PMID: 17192441
  153. In vivo treatment with stobadine prevents lipid peroxidation, protein glycation and calcium overload but does not ameliorate Ca2+ -ATPase activity in heart and liver of streptozotocin-diabetic rats: comparison with vitamin E.
    Biochim Biophys Acta. 2002 Oct 9;1588(1):71-8 PMID: 12379316
  154. Quantitative analysis of acrolein-specific adducts generated during lipid peroxidation-modification of proteins in vitro: identification of N(τ)-(3-propanal)histidine as the major adduct.
    Chem Res Toxicol. 2012 Jul 16;25(7):1384-92 PMID: 22716039
  155. Malondialdehyde inhibits cardiac contractile function in ventricular myocytes via a p38 mitogen-activated protein kinase-dependent mechanism.
    Br J Pharmacol. 2003 Aug;139(7):1310-6 PMID: 12890710
  156. Quantitation of acrolein-protein adducts: potential biomarker of acrolein exposure.
    J Toxicol Environ Health A. 2004 Mar 26;67(6):513-24 PMID: 14742096
  157. Basic aspects of the biochemical reactivity of 4-hydroxynonenal.
    Mol Aspects Med. 2003 Aug-Oct;24(4-5):149-59 PMID: 12892992
  158. Circulating levels of linoleic acid and HDL-cholesterol are major determinants of 4-hydroxynonenal protein adducts in patients with heart failure.
    Redox Biol. 2013 Dec 18;2:148-55 PMID: 24494189
  159. Markers of oxidative damage and antioxidant enzyme activities as predictors of morbidity and mortality in patients with chronic heart failure.
    J Card Fail. 2012 Jun;18(6):493-501 PMID: 22633308
  160. Human plasma concentrations of malondialdehyde (MDA) and the F2-isoprostane 15(S)-8-iso-PGF(2alpha) may be markedly compromised by hemolysis: evidence by GC-MS/MS and potential analytical and biological ramifications.
    Clin Biochem. 2010 Jan;43(1-2):159-67 PMID: 19850019
  161. Measurement of total and free malondialdehyde by gas-chromatography mass spectrometry--comparison with high-performance liquid chromatography methology.
    Free Radic Res. 2013 Aug;47(8):651-6 PMID: 23745592
  162. Cardiac toxic effects of trans-2-hexenal are mediated by induction of cardiomyocyte apoptotic pathways.
    Cardiovasc Toxicol. 2003;3(4):341-51 PMID: 14734831
  163. 4-Hydroxynonenal induces Nrf2-mediated UCP3 upregulation in mouse cardiomyocytes.
    Free Radic Biol Med. 2015 Nov;88(Pt B):427-438 PMID: 25843654
  164. The lipid peroxidation product 4-hydroxy-2-nonenal: Advances in chemistry and analysis.
    Redox Biol. 2013 Jan 21;1:145-52 PMID: 24024147
  165. Aminoguanidine inhibits oxidative modification of low density lipoprotein protein and the subsequent increase in uptake by macrophage scavenger receptors.
    Proc Natl Acad Sci U S A. 1992 Aug 1;89(15):6876-80 PMID: 1495978
  166. Field-amplified online sample stacking capillary electrophoresis UV detection for plasma malondialdehyde measurement.
    Electrophoresis. 2011 Jul;32(14):1893-7 PMID: 21688277
  167. Development, validation and biomedical applications of stable-isotope dilution GC-MS and GC-MS/MS techniques for circulating malondialdehyde (MDA) after pentafluorobenzyl bromide derivatization: MDA as a biomarker of oxidative stress and its relation to 15(S)-8-iso-prostaglandin F2α and nitric oxide (NO).
    J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Apr 15;1019:95-111 PMID: 26522895
  168. Using isoprostanes as biomarkers of oxidative stress: some rarely considered issues.
    Antioxid Redox Signal. 2010 Jul 15;13(2):145-56 PMID: 20001743
  169. Lipoprotein-associated phospholipase A2 activity is associated with coronary artery disease and markers of oxidative stress: a case-control study.
    Am J Clin Nutr. 2008 Sep;88(3):630-7 PMID: 18779277
  170. Effect of stobadine on Cu(++)-mediated oxidation of low-density lipoprotein.
    Biochem Pharmacol. 1996 May 17;51(10):1277-82 PMID: 8787542
  171. Oxidized phospholipids: from molecular properties to disease.
    Biochim Biophys Acta. 2007 Jul;1772(7):718-36 PMID: 17570293
  172. Role of the electrophilic lipid peroxidation product 4-hydroxynonenal in the development and maintenance of obesity in mice.
    Biochemistry. 2008 Mar 25;47(12):3900-11 PMID: 18311940
  173. Covalent modification of DNA by α, β-unsaturated aldehydes derived from lipid peroxidation: Recent progress and challenges.
    Free Radic Res. 2015;49(7):905-17 PMID: 25968945
  174. Reactions of 1-methyl-2-phenylindole with malondialdehyde and 4-hydroxyalkenals. Analytical applications to a colorimetric assay of lipid peroxidation.
    Chem Res Toxicol. 1998 Oct;11(10):1176-83 PMID: 9778314
  175. Modifying apolipoprotein A-I by malondialdehyde, but not by an array of other reactive carbonyls, blocks cholesterol efflux by the ABCA1 pathway.
    J Biol Chem. 2010 Jun 11;285(24):18473-84 PMID: 20378541
  176. A carnosine analog mitigates metabolic disorders of obesity by reducing carbonyl stress.
    J Clin Invest. 2018 Dec 3;128(12):5280-5293 PMID: 30226473
  177. 4-Hydroxy-2-nonenal enhances tissue factor activity in human monocytic cells via p38 mitogen-activated protein kinase activation-dependent phosphatidylserine exposure.
    Arterioscler Thromb Vasc Biol. 2013 Jul;33(7):1601-11 PMID: 23640483
  178. Adductome-based identification of biomarkers for lipid peroxidation.
    J Biol Chem. 2017 May 19;292(20):8223-8235 PMID: 28341743
  179. Isoprostanes and neuroprostanes as biomarkers of oxidative stress in neurodegenerative diseases.
    Oxid Med Cell Longev. 2014;2014:572491 PMID: 24868314
  180. Identification of 4-hydroxynonenal protein targets in rat, mouse and human liver microsomes by two-dimensional liquid chromatography/tandem mass spectrometry.
    Rapid Commun Mass Spectrom. 2016 Jul 15;30(13):1488-94 PMID: 27321836
  181. Measurement of Reactive Oxygen Species, Reactive Nitrogen Species, and Redox-Dependent Signaling in the Cardiovascular System: A Scientific Statement From the American Heart Association.
    Circ Res. 2016 Aug 19;119(5):e39-75 PMID: 27418630
  182. Carbonylation of adipose proteins in obesity and insulin resistance: identification of adipocyte fatty acid-binding protein as a cellular target of 4-hydroxynonenal.
    Mol Cell Proteomics. 2007 Apr;6(4):624-37 PMID: 17205980
  183. Pathophysiology of isoprostanes in the cardiovascular system: implications of isoprostane-mediated thromboxane A2 receptor activation.
    Br J Pharmacol. 2014 Jul;171(13):3115-31 PMID: 24646155
  184. Myocardial fatty acid metabolism in health and disease.
    Physiol Rev. 2010 Jan;90(1):207-58 PMID: 20086077
  185. Reaction of pyridoxamine with malondialdehyde: mechanism of inhibition of formation of advanced lipoxidation end-products.
    Amino Acids. 2006 Feb;30(1):55-61 PMID: 15990947
  186. Oxidative stress and lipid peroxidation by-products at the crossroad between adipose organ dysregulation and obesity-linked insulin resistance.
    Biochimie. 2013 Mar;95(3):585-94 PMID: 23274128
  187. N-acetylcysteine inhibits in vivo oxidation of native low-density lipoprotein.
    Sci Rep. 2015 Nov 05;5:16339 PMID: 26536834
  188. Oxidized low-density lipoproteins trigger endoplasmic reticulum stress in vascular cells: prevention by oxygen-regulated protein 150 expression.
    Circ Res. 2009 Feb 13;104(3):328-36 PMID: 19106412
  189. Chelation: a fundamental mechanism of action of AGE inhibitors, AGE breakers, and other inhibitors of diabetes complications.
    Diabetes. 2012 Mar;61(3):549-59 PMID: 22354928
  190. Development and evaluation of a liquid chromatography-mass spectrometry method for rapid, accurate quantitation of malondialdehyde in human plasma.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Sep 1;1029-1030:205-212 PMID: 27437618
  191. A signalling role for 4-hydroxy-2-nonenal in regulation of mitochondrial uncoupling.
    EMBO J. 2003 Aug 15;22(16):4103-10 PMID: 12912909
  192. Methods for estimating lipid peroxidation: an analysis of merits and demerits.
    Indian J Biochem Biophys. 2003 Oct;40(5):300-8 PMID: 22900323
  193. N-acetylcysteine in acute cardiology: 10 years later: what do we know and what would we like to know?!
    J Am Coll Cardiol. 2002 May 1;39(9):1422-8 PMID: 11985902
  194. Detection of malondialdehyde in vivo using microdialysis sampling with CE-fluorescence.
    Electrophoresis. 2011 Nov;32(21):2994-9 PMID: 22034011
  195. Quantitative high-performance liquid chromatographic determination of acrolein in plasma after derivatization with Luminarin 3.
    J Chromatogr B Biomed Sci Appl. 2000 Mar 10;739(2):239-46 PMID: 10755368
  196. A simple fluorometric assay for lipoperoxide in blood plasma.
    Biochem Med. 1976 Apr;15(2):212-6 PMID: 962904
  197. Rapid fluorimetric method to detect total plasma malondialdehyde with mild derivatization conditions.
    Clin Chem. 2003 Apr;49(4):690-2 PMID: 12651835
  198. 4-Hydroxynonenal enhances MMP-2 production in vascular smooth muscle cells via mitochondrial ROS-mediated activation of the Akt/NF-kappaB signaling pathways.
    Free Radic Biol Med. 2008 Nov 15;45(10):1487-92 PMID: 18805481
  199. Structural basis for the activation of PPARgamma by oxidized fatty acids.
    Nat Struct Mol Biol. 2008 Sep;15(9):924-31 PMID: 19172745
  200. Mitochondria as a source and target of lipid peroxidation products in healthy and diseased heart.
    Clin Exp Pharmacol Physiol. 2012 Feb;39(2):179-93 PMID: 22066679
  201. Changes in levels of oxidative stress markers and some neuronal enzyme activities in cerebrospinal fluid of multiple sclerosis patients.
    Neuro Endocrinol Lett. 2016;37(2):102-6 PMID: 27179571
  202. A 1-hour enzyme-linked immunosorbent assay for quantitation of acrolein- and hydroxynonenal-modified proteins by epitope-bound casein matrix method.
    Anal Biochem. 1999 Jun 1;270(2):323-8 PMID: 10334850
  203. N-Acetylcysteine as an antioxidant and disulphide breaking agent: the reasons why.
    Free Radic Res. 2018 Jul;52(7):751-762 PMID: 29742938
  204. Oxidized phospholipids are proinflammatory and proatherogenic in hypercholesterolaemic mice.
    Nature. 2018 Jun;558(7709):301-306 PMID: 29875409
  205. 15-Deoxy-Delta 12,14-prostaglandin J2 inhibition of NF-kappaB-DNA binding through covalent modification of the p50 subunit.
    J Biol Chem. 2001 Sep 21;276(38):35530-6 PMID: 11466314
  206. Role of cardiolipin alterations in mitochondrial dysfunction and disease.
    Am J Physiol Cell Physiol. 2007 Jan;292(1):C33-44 PMID: 16899548
  207. 4-hydroxynonenal causes impairment of human subcutaneous adipogenesis and induction of adipocyte insulin resistance.
    Free Radic Biol Med. 2017 Mar;104:129-137 PMID: 28088621
  208. Neovascularization of coronary tunica intima (DIT) is the cause of coronary atherosclerosis. Lipoproteins invade coronary intima via neovascularization from adventitial vasa vasorum, but not from the arterial lumen: a hypothesis.
    Theor Biol Med Model. 2012 Apr 10;9:11 PMID: 22490844
  209. Molecular mechanisms of acrolein toxicity: relevance to human disease.
    Toxicol Sci. 2015 Feb;143(2):242-55 PMID: 25628402
  210. [Activation mechanism of PPARgamma by its endogenous ligands].
    Tanpakushitsu Kakusan Koso. 2005 Nov;50(13):1660-5 PMID: 16277244
  211. New insights on oxidative stress in the artery wall.
    J Thromb Haemost. 2005 Aug;3(8):1825-34 PMID: 16102049
  212. Characterization of covalent modifications of HDL apoproteins by endogenous oxidized phospholipids.
    Free Radic Biol Med. 2018 Feb 1;115:57-67 PMID: 29155052
  213. Cardiac metabolism and its interactions with contraction, growth, and survival of cardiomyocytes.
    Circ Res. 2013 Aug 16;113(5):603-16 PMID: 23948585
  214. Anti-inflammatory cyclopentenone prostaglandins are direct inhibitors of IkappaB kinase.
    Nature. 2000 Jan 6;403(6765):103-8 PMID: 10638762
  215. Isofurans: novel products of lipid peroxidation that define the occurrence of oxidant injury in settings of elevated oxygen tension.
    Antioxid Redox Signal. 2005 Jan-Feb;7(1-2):202-9 PMID: 15650408
  216. F2-dihomo-isoprostanes arise from free radical attack on adrenic acid.
    J Lipid Res. 2008 May;49(5):995-1005 PMID: 18250368
  217. A mass spectrometric analysis of 4-hydroxy-2-(E)-nonenal modification of cytochrome c.
    J Mass Spectrom. 2011 Mar;46(3):290-7 PMID: 21394845
  218. Fluorescence imaging of lipid peroxidation in isolated rat lungs during nonhypoxic lung ischemia.
    Free Radic Biol Med. 2003 Mar 15;34(6):785-90 PMID: 12633755
  219. Acrolein increases 5-lipoxygenase expression in murine macrophages through activation of ERK pathway.
    Toxicol Appl Pharmacol. 2010 May 15;245(1):76-82 PMID: 20153347
  220. A Systematic Review on the Protective Effect of N-Acetyl Cysteine Against Diabetes-Associated Cardiovascular Complications.
    Am J Cardiovasc Drugs. 2018 Aug;18(4):283-298 PMID: 29623672
  221. Pyridoxamine, an inhibitor of advanced glycation reactions, also inhibits advanced lipoxidation reactions. Mechanism of action of pyridoxamine.
    J Biol Chem. 2000 Jul 14;275(28):21177-84 PMID: 10801874
  222. Automated on-line microdialysis sampling coupled with high-performance liquid chromatography for simultaneous determination of malondialdehyde and ofloxacin in whole blood.
    Talanta. 2009 Sep 15;79(4):1071-5 PMID: 19615511
  223. Quantification of F2-isoprostanes as a reliable index of oxidative stress in vivo using gas chromatography-mass spectrometry (GC-MS) method.
    Free Radic Biol Med. 2009 Oct 15;47(8):1101-7 PMID: 19647073
  224. Tandem mass spectrometry of model peptides modified with trans-2-hexenal, a product of lipid peroxidation.
    J Am Soc Mass Spectrom. 1999 Jul;10(7):613-24 PMID: 10384725
  225. D-Carnosine octylester attenuates atherosclerosis and renal disease in ApoE null mice fed a Western diet through reduction of carbonyl stress and inflammation.
    Br J Pharmacol. 2012 Jun;166(4):1344-56 PMID: 22229552
  226. Lipid peroxidation-derived etheno-DNA adducts in human atherosclerotic lesions.
    Mutat Res. 2007 Aug 1;621(1-2):95-105 PMID: 17412369
  227. 4-Hydroxynonenal impairs transforming growth factor-β1-induced elastin synthesis via epidermal growth factor receptor activation in human and murine fibroblasts.
    Free Radic Biol Med. 2014 Jun;71:427-36 PMID: 24561579
  228. Analysis of modified apolipoprotein B-100 structures formed in oxidized low-density lipoprotein using LC-MS/MS.
    Proteomics. 2007 Jun;7(13):2132-41 PMID: 17549798
  229. Generation of Adducts of 4-Hydroxy-2-nonenal with Heat Shock 60 kDa Protein 1 in Human Promyelocytic HL-60 and Monocytic THP-1 Cell Lines.
    Oxid Med Cell Longev. 2015;2015:296146 PMID: 26078803
  230. Assessment of urinary F(2)-isoprostanes in experimental and clinical studies: mass spectrometry versus ELISA.
    Hypertension. 2012 Aug;60(2):e14; author reply e15 PMID: 22753209
  231. Mitochondrial fatty acid oxidation alterations in heart failure, ischaemic heart disease and diabetic cardiomyopathy.
    Br J Pharmacol. 2014 Apr;171(8):2080-90 PMID: 24147975
  232. Isoprostanes.
    J Lipid Res. 2009 Apr;50 Suppl:S219-23 PMID: 18957694
  233. Advanced glycoxidation and lipoxidation end products (AGEs and ALEs): an overview of their mechanisms of formation.
    Free Radic Res. 2013 Aug;47 Suppl 1:3-27 PMID: 23767955
  234. Lipofuscin: formation, effects and role of macroautophagy.
    Redox Biol. 2013 Jan 19;1:140-4 PMID: 24024146
  235. Roles of the lipid peroxidation product 4-hydroxynonenal in obesity, the metabolic syndrome, and associated vascular and neurodegenerative disorders.
    Exp Gerontol. 2009 Oct;44(10):625-33 PMID: 19622391
  236. Determination of patterns of biologically relevant aldehydes in exhaled breath condensate of healthy subjects by liquid chromatography/atmospheric chemical ionization tandem mass spectrometry.
    Rapid Commun Mass Spectrom. 2003;17(7):637-45 PMID: 12661015
  237. Usefulness of elevations in serum choline and free F2)-isoprostane to predict 30-day cardiovascular outcomes in patients with acute coronary syndrome.
    Am J Cardiol. 2009 Sep 1;104(5):638-43 PMID: 19699337
  238. Endogenous glutathione adducts.
    Curr Drug Metab. 2006 Dec;7(8):853-72 PMID: 17168687
  239. Advanced lipid peroxidation end products in oxidative damage to proteins. Potential role in diseases and therapeutic prospects for the inhibitors.
    Br J Pharmacol. 2008 Jan;153(1):6-20 PMID: 17643134
  240. Adipose tissue quantification by imaging methods: a proposed classification.
    Obes Res. 2003 Jan;11(1):5-16 PMID: 12529479
  241. Concentration of 8-isoprostanes in the exhaled breath condensate as a marker of oxidative stress in patients with type 1 diabetes.
    Adv Respir Med. 2018;86(1):3-6 PMID: 29490415
  242. Update: systemic diseases and the cardiovascular system (i): obesity and the heart.
    Rev Esp Cardiol. 2011 Feb;64(2):140-9 PMID: 21277668
  243. High-density lipoprotein: a potent inhibitor of inflammation.
    Clin Exp Pharmacol Physiol. 2010 Jul;37(7):710-8 PMID: 19930423
  244. Effect of the pyridoindole antioxidant stobadine on development of experimental diabetic cataract and on lens protein oxidation in rats: comparison with vitamin E and BHT.
    Mol Vis. 2005 Jan 19;11:56-65 PMID: 15682043
  245. Practical fluorescence detection of acrolein in human plasma via a two-step tethering approach.
    Chem Commun (Camb). 2014 Dec 11;50(95):14946-8 PMID: 24944098
  246. The role of oxidized low-density lipoproteins in the pathogenesis of atherosclerosis.
    Annu Rev Med. 1992;43:219-25 PMID: 1580586
  247. Impact of Oxidative Stress on the Heart and Vasculature: Part 2 of a 3-Part Series.
    J Am Coll Cardiol. 2017 Jul 11;70(2):212-229 PMID: 28683969
  248. Gold nanoparticle-conjugated anti-oxidized low-density lipoprotein antibodies for targeted lipidomics of oxidative stress biomarkers.
    Anal Chem. 2013 Sep 3;85(17):8376-84 PMID: 23895666
  249. Site-specific proteomic analysis of lipoxidation adducts in cardiac mitochondria reveals chemical diversity of 2-alkenal adduction.
    J Proteomics. 2011 Oct 19;74(11):2417-29 PMID: 21513823
  250. Oxidative stress and cardiovascular complications in diabetes: isoprostanes as new markers on an old paradigm.
    Cardiovasc Res. 2000 Aug 18;47(3):475-88 PMID: 10963721
  251. Matrix effect in F₂-isoprostanes quantification by HPLC-MS/MS: a validated method for analysis of iPF₂α-III and iPF₂α-VI in human urine.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Aug 15;965:100-6 PMID: 24999618
  252. Detection of acrolein-derived cyclic DNA adducts in human cells by monoclonal antibodies.
    Chem Res Toxicol. 2012 Dec 17;25(12):2788-95 PMID: 23126278
  253. 15-deoxy-delta 12,14-prostaglandin J2 inhibits multiple steps in the NF-kappa B signaling pathway.
    Proc Natl Acad Sci U S A. 2000 Apr 25;97(9):4844-9 PMID: 10781090
  254. New insights regarding the autoxidation of polyunsaturated fatty acids.
    Antioxid Redox Signal. 2005 Jan-Feb;7(1-2):170-84 PMID: 15650406
  255. Post-translational modification of serine/threonine kinase LKB1 via Adduction of the Reactive Lipid Species 4-Hydroxy-trans-2-nonenal (HNE) at lysine residue 97 directly inhibits kinase activity.
    J Biol Chem. 2012 Dec 7;287(50):42400-6 PMID: 23086944
  256. Mechanisms for oxidative stress in diabetic cardiovascular disease.
    Antioxid Redox Signal. 2007 Jul;9(7):955-69 PMID: 17508917
  257. Molecular strategies to prevent, inhibit, and degrade advanced glycoxidation and advanced lipoxidation end products.
    Free Radic Res. 2013 Aug;47 Suppl 1:93-137 PMID: 23560617
  258. LC/ESR/MS study of pH-dependent radical generation from 15-LOX-catalyzed DPA peroxidation.
    Free Radic Biol Med. 2011 Oct 1;51(7):1461-70 PMID: 21807091
  259. Increased malondialdehyde in peripheral blood of patients with congestive heart failure.
    Am Heart J. 1996 Jan;131(1):146-52 PMID: 8554002
  260. Pyridoxamine inhibits early renal disease and dyslipidemia in the streptozotocin-diabetic rat.
    Kidney Int. 2002 Mar;61(3):939-50 PMID: 11849448
  261. Involvement of advanced lipooxidation end products (ALEs) and protein oxidation in the apoptotic actions of nitric oxide in insulin secreting RINm5F cells.
    Biochem Pharmacol. 2003 Nov 15;66(10):1963-71 PMID: 14599554
  262. Glycation, oxidation, and lipoxidation in the development of diabetic complications.
    Metabolism. 1997 Dec;46(12 Suppl 1):14-21 PMID: 9439553
  263. Protocols for the measurement of the F2-isoprostane, 15(S)-8-iso-prostaglandin F2α, in biological samples by GC-MS or GC-MS/MS coupled with immunoaffinity column chromatography.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Apr 15;1019:191-201 PMID: 25583542
  264. Mild and selective labeling of malondialdehyde with 2-aminoacridone: assessment of urinary malondialdehyde levels.
    Analyst. 2011 Jul 7;136(13):2763-9 PMID: 21611666
  265. Aconitase and ATP synthase are targets of malondialdehyde modification and undergo an age-related decrease in activity in mouse heart mitochondria.
    Biochem Biophys Res Commun. 2005 Apr 29;330(1):151-6 PMID: 15781244
  266. Immunochemical detection of 4-hydroxynonenal protein adducts in oxidized hepatocytes.
    Proc Natl Acad Sci U S A. 1993 Sep 15;90(18):8742-6 PMID: 8378358
  267. Measurement of F2- isoprostanes and isofurans using gas chromatography-mass spectrometry.
    Free Radic Biol Med. 2013 Jun;59:36-44 PMID: 23044261
  268. Effects of oxidative stress on adiponectin secretion and lactate production in 3T3-L1 adipocytes.
    Free Radic Biol Med. 2005 Apr 1;38(7):882-9 PMID: 15749384
  269. Physiology and pathophysiology of carnosine.
    Physiol Rev. 2013 Oct;93(4):1803-45 PMID: 24137022
  270. Systemic elevations of free radical oxidation products of arachidonic acid are associated with angiographic evidence of coronary artery disease.
    Free Radic Biol Med. 2006 Dec 1;41(11):1678-83 PMID: 17145556
  271. HNE-dependent molecular damage in diabetic nephropathy and its possible prevention by N-acetyl-cysteine and oxerutin.
    Biofactors. 2005;24(1-4):291-8 PMID: 16403990
  272. Optimized method for quantification of total F(2)-isoprostanes using gas chromatography-tandem mass spectrometry.
    J Pharm Biomed Anal. 2014 Mar;90:161-6 PMID: 24378611
  273. Nuclear receptors PPARbeta/delta and PPARalpha direct distinct metabolic regulatory programs in the mouse heart.
    J Clin Invest. 2007 Dec;117(12):3930-9 PMID: 18037994
  274. F(2)-isoprostanes: sensitive biomarkers of oxidative stress in vitro and in vivo: a gas chromatography-mass spectrometric approach.
    Methods Mol Biol. 2009;580:3-16 PMID: 19784591
  275. Rapid, fluorimetric-liquid chromatographic determination of malondialdehyde in biological samples.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2002 Jul 25;775(1):121-6 PMID: 12101069
  276. HDL-targeted therapies: progress, failures and future.
    Nat Rev Drug Discov. 2014 Jun;13(6):445-64 PMID: 24854407
  277. The link between abdominal obesity, metabolic syndrome and cardiovascular disease.
    Nutr Metab Cardiovasc Dis. 2007 May;17(4):319-26 PMID: 17110092
  278. Constitutive regulation of cardiac fatty acid metabolism through peroxisome proliferator-activated receptor alpha associated with age-dependent cardiac toxicity.
    J Biol Chem. 2000 Jul 21;275(29):22293-9 PMID: 10801788
  279. Assessment of Isoprostanes in Human Plasma: Technical Considerations and the Use of Mass Spectrometry.
    Lipids. 2016 Nov;51(11):1217-1229 PMID: 27671161
  280. Isolevuglandin-protein adducts in humans: products of free radical-induced lipid oxidation through the isoprostane pathway.
    Biochim Biophys Acta. 2000 May 31;1485(2-3):225-35 PMID: 10832102
  281. Non-enzymatic cyclic oxygenated metabolites of adrenic, docosahexaenoic, eicosapentaenoic and α-linolenic acids; bioactivities and potential use as biomarkers.
    Biochim Biophys Acta. 2015 Apr;1851(4):446-55 PMID: 25463478
  282. Nonenzymatic glycosylation products on collagen covalently trap low-density lipoprotein.
    Diabetes. 1985 Sep;34(9):938-41 PMID: 4029512
  283. Aldehyde dehydrogenase 2 activation in heart failure restores mitochondrial function and improves ventricular function and remodelling.
    Cardiovasc Res. 2014 Sep 1;103(4):498-508 PMID: 24817685
  284. Pyridoxamine traps intermediates in lipid peroxidation reactions in vivo: evidence on the role of lipids in chemical modification of protein and development of diabetic complications.
    J Biol Chem. 2003 Oct 24;278(43):42012-9 PMID: 12923193
  285. Effects of 4-hydroxynonenal on vascular endothelial and smooth muscle cell redox signaling and function in health and disease.
    Redox Biol. 2013 May 23;1:319-31 PMID: 24024167
  286. Lipid and protein oxidation contribute to a prothrombotic state in patients with type 2 diabetes mellitus.
    J Thromb Haemost. 2003 Feb;1(2):250-6 PMID: 12871497
  287. A review of recent studies on malondialdehyde as toxic molecule and biological marker of oxidative stress.
    Nutr Metab Cardiovasc Dis. 2005 Aug;15(4):316-28 PMID: 16054557
  288. LPPtiger software for lipidome-specific prediction and identification of oxidized phospholipids from LC-MS datasets.
    Sci Rep. 2017 Nov 9;7(1):15138 PMID: 29123162
  289. Determination of acrolein and other carbonyls in cigarette smoke using coupled silica cartridges impregnated with hydroquinone and 2,4-dinitrophenylhydrazine.
    J Chromatogr A. 2010 Jun 25;1217(26):4383-8 PMID: 20483418
  290. Lipid peroxidation: production, metabolism, and signaling mechanisms of malondialdehyde and 4-hydroxy-2-nonenal.
    Oxid Med Cell Longev. 2014;2014:360438 PMID: 24999379
  291. Alpha,beta-unsaturated ketone is a core moiety of natural ligands for covalent binding to peroxisome proliferator-activated receptor gamma.
    J Biol Chem. 2005 Apr 8;280(14):14145-53 PMID: 15695504
  292. Mechanisms of acrolein-induced myocardial dysfunction: implications for environmental and endogenous aldehyde exposure.
    Am J Physiol Heart Circ Physiol. 2007 Dec;293(6):H3673-84 PMID: 17921335
  293. 4-Hydroxy-nonenal-A Bioactive Lipid Peroxidation Product.
    Biomolecules. 2015 Sep 30;5(4):2247-337 PMID: 26437435
  294. Development of an on-line weak-cation exchange liquid chromatography-tandem mass spectrometric method for screening aldehyde products in biological matrices.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Dec 1;877(31):3937-45 PMID: 19880357
  295. Women and smokers have elevated urinary F(2)-isoprostane metabolites: a novel extraction and LC-MS methodology.
    Lipids. 2008 Oct;43(10):925-36 PMID: 18751751
  296. Acrolein is a product of lipid peroxidation reaction. Formation of free acrolein and its conjugate with lysine residues in oxidized low density lipoproteins.
    J Biol Chem. 1998 Jun 26;273(26):16058-66 PMID: 9632657
  297. Adiponectin improves endothelial function in hyperlipidemic rats by reducing oxidative/nitrative stress and differential regulation of eNOS/iNOS activity.
    Am J Physiol Endocrinol Metab. 2007 Dec;293(6):E1703-8 PMID: 17895290
  298. Role of phospholipid oxidation products in atherosclerosis.
    Circ Res. 2012 Aug 31;111(6):778-99 PMID: 22935534
  299. Elastin aging and lipid oxidation products in human aorta.
    Redox Biol. 2015;4:109-17 PMID: 25553420
  300. Mass spectrometry-based quantification of myocardial protein adducts with acrolein in an in vivo model of oxidative stress.
    Mol Nutr Food Res. 2011 Sep;55(9):1401-10 PMID: 21809440
  301. OXY-SCORE: a global index to improve evaluation of oxidative stress by combining pro- and antioxidant markers.
    Methods Mol Biol. 2010;594:197-213 PMID: 20072919
  302. Chemical probes for analysis of carbonylated proteins: a review.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2011 May 15;879(17-18):1308-15 PMID: 20732835
  303. Determination of free malondialdehyde in human serum by high-performance liquid chromatography.
    Anal Biochem. 2002 Dec 1;311(1):76-9 PMID: 12441155
  304. Mass spectrometric approaches for the identification and quantification of reactive carbonyl species protein adducts.
    J Proteomics. 2013 Oct 30;92:28-50 PMID: 23597925
  305. Covalent modification of amino acid nucleophiles by the lipid peroxidation products 4-hydroxy-2-nonenal and 4-oxo-2-nonenal.
    Chem Res Toxicol. 2002 Nov;15(11):1445-50 PMID: 12437335
  306. Aldehyde dehydrogenase 2 (ALDH2) rescues myocardial ischaemia/reperfusion injury: role of autophagy paradox and toxic aldehyde.
    Eur Heart J. 2011 Apr;32(8):1025-38 PMID: 20705694
  307. Clinical importance of epicardial adipose tissue.
    Arch Med Sci. 2017 Jun;13(4):864-874 PMID: 28721155
  308. The Association between the Epicardial Adipose Tissue Thickness and Oxidative Stress Parameters in Isolated Metabolic Syndrome Patients: A Multimarker Approach.
    Int J Endocrinol. 2014;2014:954045 PMID: 25530760
  309. Oxidative Stress in Human Atherothrombosis: Sources, Markers and Therapeutic Targets.
    Int J Mol Sci. 2017 Nov 03;18(11):null PMID: 29099757
  310. Targeted profiling of atherogenic phospholipids in human plasma and lipoproteins of hyperlipidemic patients using MALDI-QIT-TOF-MS/MS.
    Atherosclerosis. 2012 Sep;224(1):177-86 PMID: 22795978
  311. Elevated levels of 8-iso-prostaglandin F2alpha in pericardial fluid of patients with heart failure: a potential role for in vivo oxidant stress in ventricular dilatation and progression to heart failure.
    Circulation. 1998 Apr 28;97(16):1536-9 PMID: 9593557
  312. Mechanism of 4-HNE mediated inhibition of hDDAH-1: implications in no regulation.
    Biochemistry. 2008 Feb 12;47(6):1819-26 PMID: 18171027
  313. Increased oxidative stress in obesity and its impact on metabolic syndrome.
    J Clin Invest. 2004 Dec;114(12):1752-61 PMID: 15599400
  314. Oxidized LDL stimulates lipid peroxidation-derived DNA and protein adducts in human vascular endothelial and smooth muscle cells.
    J Huazhong Univ Sci Technolog Med Sci. 2015 Apr;35(2):200-205 PMID: 25877352
  315. Studies on epitopes on low-density lipoprotein modified by 4-hydroxynonenal. Biochemical characterization and determination.
    Biochem J. 1992 Nov 15;288 ( Pt 1):249-54 PMID: 1280111
  316. The isoprostanes--25 years later.
    Biochim Biophys Acta. 2015 Apr;1851(4):433-45 PMID: 25449649
  317. HDL and cardiovascular disease: atherogenic and atheroprotective mechanisms.
    Nat Rev Cardiol. 2011 Apr;8(4):222-32 PMID: 21304474
  318. A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism.
    Proc Natl Acad Sci U S A. 1990 Dec;87(23):9383-7 PMID: 2123555
  319. Measurement by reversed-phase high-performance liquid chromatography of malondialdehyde in normal human urine following derivatisation with 2,4-dinitrophenylhydrazine.
    J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Sep 5;794(2):353-62 PMID: 12954387
  320. 4-Hydroxynonenal enhances MMP-9 production in murine macrophages via 5-lipoxygenase-mediated activation of ERK and p38 MAPK.
    Toxicol Appl Pharmacol. 2010 Jan 15;242(2):191-8 PMID: 19837106
  321. Determination of F2-isoprostanes in urine by online solid phase extraction coupled to liquid chromatography with tandem mass spectrometry.
    J Agric Food Chem. 2010 Jun 9;58(11):6614-20 PMID: 20476785
Article Info
Journal
Redox biology
Abbr.
Redox Biol
ISSN
2213-2317
Published
2019-00-00
Epub
2019-00-25
Pages
101119
Language
English
Region
Netherlands
NLM ID
101605639
PMCID
PMC6859589
Subset
IM
Analysis Services
Analysis Services

Contact

No. 2 Wenbo Road, Zhangqiu District, Jinan, Shandong

Qilu Normal University · Genelibs Bioinformatics Lab

750 Shunhua Rd, Jinan

2F, Bldg F, University Science Park

Tel: 0531-88819269

WeChat Official Account

Follow our WeChat subscription account for real-time updates and the latest in medical and biological research.


Business Email

E-mail: [email protected]