References
- Adams, J.D. Jr. and Odunze, I.N. (1991). Oxygen free radicals and Parkinson’s disease. Free Radic. Biol. Med., 10, 161-169. https://doi.org/10.1016/0891-5849(91)90009-R
- Blair, I.A. (2008). DNA adducts with lipid peroxidation products. J. Biol. Chem., 283, 15545-15549. https://doi.org/10.1074/jbc.R700051200
- Boutaud, O., Montine, T.J., Chang, L., Klein, W.L. and Oates, J.A. (2006). PGH2-derived levuglandin adducts increase the neurotoxicity of amyloid beta1-42. J. Neurochem., 96, 917-923. https://doi.org/10.1111/j.1471-4159.2005.03586.x
- Bowry, V.W., Ingold, K.U. and Stocker, R. (1992). Vitamin E in human low-density lipoprotein. When and how this antioxidant becomes a pro-oxidant. Biochem. J., 288, 341-344. https://doi.org/10.1042/bj2880341
- Bradley, M.A., Markesbery, W.R. and Lovell, M.A. (2010). Increased levels of 4-hydroxynonenal and acrolein in the brain in preclinical Alzheimer disease. Free Radic. Biol. Med., 48, 1570-1576. https://doi.org/10.1016/j.freeradbiomed.2010.02.016
- Brash, A.R. (1999). Lipoxygenases: occurrence, functions, catalysis, and acquisition of substrate. J. Biol. Chem., 274, 23679-23682. https://doi.org/10.1074/jbc.274.34.23679
- Chaudhary, A.K., Nokubo, M., Reddy, G.R., Yeola, S.N., Morrow, J.D., Blair, I.A. and Marnett, L.J. (1994). Detection of endogenous malondialdehyde-deoxyguanosine adducts in human liver. Science, 265, 1580-1582. https://doi.org/10.1126/science.8079172
- Chaudhary, A.K., Reddy, G.R., Blair, I.A. and Marnett, L.J. (1996). Characterization of an N6-oxopropenyl-2'-deoxyadenosine adduct in malondialdehyde-modified DNA using liquid chromatography/electrospray ionization tandem mass spectrometry. Carcinogenesis, 17, 1167-1170. https://doi.org/10.1093/carcin/17.5.1167
- Chung, F.L., Pan, J., Choudhury, S., Roy, R., Hu, W. and Tang, M.S. (2003). Formation of trans-4-hydroxy-2-nonenal- and other enal-derived cyclic DNA adducts from omega-3 and omega-6 polyunsaturated fatty acids and their roles in DNA repair and human p53 gene mutation. Mutat. Res., 531, 25-36. https://doi.org/10.1016/j.mrfmmm.2003.07.001
- Codreanu, S.G., Zhang, B., Sobecki, S.M., Billheimer, D.D. and Liebler, D.C. (2009). Global analysis of protein damage by the lipid electrophile 4-hydroxy-2-nonenal. Mol. Cell. Proteomics, 8, 670-680. https://doi.org/10.1074/mcp.M800070-MCP200
- Davi, G., Ciabattoni, G., Consoli, A., Mezzetti, A., Falco, A., Santarone, S., Pennese, E., Vitacolonna, E., Bucciarelli, T., Costantini, F., Capani, F. and Patrono, C. (1999). In vivo formation of 8-iso-prostaglandin f2alpha and platelet activation in diabetes mellitus: effects of improved metabolic control and vitamin E supplementation. Circulation, 99, 224-229. https://doi.org/10.1161/01.CIR.99.2.224
- Davi, G., Chiarelli, F., Santilli, F., Pomilio, M., Vigneri, S., Falco, A., Basili, S., Ciabattoni, G. and Patrono, C. (2003). Enhanced lipid peroxidation and platelet activation in the early phase of type 1 diabetes mellitus: role of interleukin-6 and disease duration. Circulation, 107, 3199-3203. https://doi.org/10.1161/01.CIR.0000074205.17807.D0
- Davies, S.S. and Roberts, L.J., 2nd. (2011). F(2)-isoprostanes as an indicator and risk factor for coronary heart disease. Free Radic. Biol. Med., 50, 559-566. https://doi.org/10.1016/j.freeradbiomed.2010.11.023
- Drake, J., Petroze, R., Castegna, A., Ding, Q., Keller, J.N., Markesbery, W.R., Lovell, M.A. and Butterfield, D.A. (2004), 4-Hydroxynonenal oxidatively modifies histones: implications for Alzheimer’s disease. Neurosci. Lett., 356, 155-158. https://doi.org/10.1016/j.neulet.2003.11.047
- Fessel, J.P., Porter, N.A., Moore, K.P., Sheller, J.R. and Roberts, L.J., 2nd. (2002). Discovery of lipid peroxidation products formed in vivo with a substituted tetrahydrofuran ring (isofurans) that are favored by increased oxygen tension. Proc. Natl. Acad. Sci. U S A, 99, 16713-16718. https://doi.org/10.1073/pnas.252649099
- Fessel, J.P. and Jackson Roberts, L. (2005). Isofurans: novel products of lipid peroxidation that define the occurrence of oxidant injury in settings of elevated oxygen tension. Antioxid Redox Signal, 7, 202-209. https://doi.org/10.1089/ars.2005.7.202
- Fink, S.P., Reddy, G.R. and Marnett, L.J. (1997). Mutagenicity in Escherichia coli of the major DNA adduct derived from the endogenous mutagen malondialdehyde. Proc. Natl. Acad. Sci. U S A, 94, 8652-8657. https://doi.org/10.1073/pnas.94.16.8652
- Glass, C.K. and Witztum, J.L. (2001). Atherosclerosis. the road ahead. Cell, 104, 503-516. https://doi.org/10.1016/S0092-8674(01)00238-0
- Jacobs, A.T. and Marnett, L.J. (2007). Heat shock factor 1 attenuates 4-Hydroxynonenal-mediated apoptosis: critical role for heat shock protein 70 induction and stabilization of Bcl-XL. J. Biol. Chem., 282, 33412-33420. https://doi.org/10.1074/jbc.M706799200
- Jacobs, A.T. and Marnett, L.J. (2010). Systems analysis of protein modification and cellular responses induced by electrophile stress. Acc. Chem. Res., 43, 673-683. https://doi.org/10.1021/ar900286y
- Ji, C., Kozak, K.R. and Marnett, L.J. (2001). IkappaB kinase, a molecular target for inhibition by 4-hydroxy-2-nonenal. J. Biol. Chem., 276, 18223-18228. https://doi.org/10.1074/jbc.M101266200
- Kadiiska, M.B., Gladen, B.C., Baird, D.D., Germolec, D., Graham, L.B., Parker, C.E., Nyska, A., Wachsman, J.T., Ames, B.N., Basu, S., Brot, N., Fitzgerald, G.A., Floyd, R.A., George, M., Heinecke, J.W., Hatch, G.E., Hensley, K., Lawson, J.A., Marnett, L.J., Morrow, J.D., Murray, D.M., Plastaras, J., Roberts, L J., 2nd, Rokach, J., Shigenaga, M.K., Sohal, R.S., Sun, J., Tice, R.R., Van Thiel, D.H., Wellner, D., Walter, P.B., Tomer, K.B., Mason, R.P. and Barrett, J.C. (2005). Biomarkers of oxidative stress study II: are oxidation products of lipids, proteins, and DNA markers of CCl4 poisoning? Free Radic. Biol. Med., 38, 698-710. https://doi.org/10.1016/j.freeradbiomed.2004.09.017
- Keaney, J.F., Jr., Larson, M.G., Vasan, R.S., Wilson, P.W., Lipinska, I., Corey, D., Massaro, J.M., Sutherland, P., Vita, J.A. and Benjamin, E.J. (2003). Obesity and systemic oxidative stress: clinical correlates of oxidative stress in the framingham study. Arterioscler Thromb Vasc Biol., 23, 434-439. https://doi.org/10.1161/01.ATV.0000058402.34138.11
- Kim, H.Y., Pratt, D.A., Seal, J.R., Wijtmans, M. and Porter, N.A. (2005). Lipid-soluble 3-pyridinol antioxidants spare alpha-tocopherol and do not efficiently mediate peroxidation of cholesterol esters in human low-density lipoprotein. J. Med. Chem., 48, 6787-6789. https://doi.org/10.1021/jm0507173
- Klaunig, J.E. and Kamendulis, L.M. (2004). The role of oxidative stress in carcinogenesis. Annu. Rev. Pharmacol. Toxicol., 44, 239-267. https://doi.org/10.1146/annurev.pharmtox.44.101802.121851
- Lee, S.H. and Blair, I.A. (2001). Oxidative DNA damage and cardiovascular disease. Trends Cardiovasc Med., 11, 148-155. https://doi.org/10.1016/S1050-1738(01)00094-9
- Levine, M., Wang, Y., Padayatty, S.J. and Morrow, J. (2001). A new recommended dietary allowance of vitamin C for healthy young women. Proc. Natl. Acad. Sci. U S A, 98, 9842-9846. https://doi.org/10.1073/pnas.171318198
- Lovell, M.A., Ehmann, W.D., Mattson, M.P. and Markesbery, W.R. (1997). Elevated 4-hydroxynonenal in ventricular fluid in Alzheimer’s disease. Neurobiol Aging, 18, 457-461. https://doi.org/10.1016/S0197-4580(97)00108-5
- Lovell, M.A., Xie, C. and Markesbery, W.R. (2001). Acrolein is increased in Alzheimer’s disease brain and is toxic to primary hippocampal cultures. Neurobiol. Aging., 22, 187-194. https://doi.org/10.1016/S0197-4580(00)00235-9
- Markesbery, W.R., Kryscio, R.J., Lovell, M.A. and Morrow, J.D. (2005). Lipid peroxidation is an early event in the brain in amnestic mild cognitive impairment. Ann. Neurol., 58, 730-735. https://doi.org/10.1002/ana.20629
- Marnett, L.J. (1999). Lipid peroxidation-DNA damage by malondialdehyde. Mutat. Res., 424, 83-95. https://doi.org/10.1016/S0027-5107(99)00010-X
- Marnett, L.J. (2000). Oxyradicals and DNA damage. Carcinogenesis, 21, 361-370. https://doi.org/10.1093/carcin/21.3.361
- Milne, G.L., Musiek, E.S. and Morrow, J.D. (2005). F2-isoprostanes as markers of oxidative stress in vivo: An overview. Biomarkers, 10, S10-23.
- Milne, G.L., Yin, H., Brooks, J.D., Sanchez, S., Jackson Roberts, L., 2nd and Morrow, J.D. (2007). Quantification of F2-isoprostanes in biological fluids and tissues as a measure of oxidant stress. Methods Enzymol., 433, 113-126. https://doi.org/10.1016/S0076-6879(07)33006-1
- Milne, G.L., Yin, H. and Morrow, J.D. (2008) Human biochemistry of the isoprostane pathway. J. Biol. Chem., 283, 15533-15537. https://doi.org/10.1074/jbc.R700047200
- Minko, I.G., Kozekov, I.D., Harris, T.M., Rizzo, C.J., Lloyd, R.S. and Stone, M.P. (2009) Chemistry and biology of DNA containing 1,N(2)-deoxyguanosine adducts of the alpha,beta-unsaturated aldehydes acrolein, crotonaldehyde, and 4-hydroxynonenal. Chem. Res. Toxicol., 22, 759-778. https://doi.org/10.1021/tx9000489
- Montine, K.S., Quinn, J.F., Zhang, J., Fessel, J.P., Roberts, L.J., 2nd, Morrow, J.D. and Montine, T.J. (2004). Isoprostanes and related products of lipid peroxidation in neurodegenerative diseases. Chem. Phys. Lipids, 128, 117-124. https://doi.org/10.1016/j.chemphyslip.2003.10.010
- Morrow, J.D., Hill, K.E., Burk, R.F., Nammour, T.M., Badr, K.F. and Roberts, L.J., 2nd. (1990). 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, 87, 9383-9387. https://doi.org/10.1073/pnas.87.23.9383
- Morrow, J.D., Frei, B., Longmire, A.W., Gaziano, J.M., Lynch, S.M., Shyr, Y., Strauss, W.E., Oates, J.A. and Roberts, L.J., 2nd. (1995). Increase in circulating products of lipid peroxidation (F2-isoprostanes) in smokers. Smoking as a cause of oxidative damage. N. Engl. J. Med., 332, 1198-1203. https://doi.org/10.1056/NEJM199505043321804
- Morrow, J.D. (2005). Quantification of isoprostanes as indices of oxidant stress and the risk of atherosclerosis in humans. Arterioscler Thromb Vasc Biol., 25, 279-286.
- Muller, F.L., Lustgarten, M.S., Jang, Y., Richardson, A. and Van Remmen, H. (2007). Trends in oxidative aging theories. Free Radic. Biol. Med., 43, 477-503. https://doi.org/10.1016/j.freeradbiomed.2007.03.034
- Nam, T.G., Rector, C.L., Kim, H.Y., Sonnen, A.F., Meyer, R., Nau, W.M., Atkinson, J., Rintoul, J., Pratt, D.A. and Porter, N.A. (2007). Tetrahydro-1,8-naphthyridinol analogues of alpha-tocopherol as antioxidants in lipid membranes and low-density lipoproteins. J. Am. Chem. Soc., 129, 10211-10219. https://doi.org/10.1021/ja072371m
- Negre-Salvayre, A., Auge, N., Ayala, V., Basaga, H., Boada, J., Brenke, R., Chapple, S., Cohen, G., Feher, J., Grune, T., Lengyel, G., Mann, G.E., Pamplona, R., Poli, G., Portero-Otin, M., Riahi, Y., Salvayre, R., Sasson, S., Serrano, J., Shamni, O., Siems, W., Siow, R.C., Wiswedel, I., Zarkovic, K. and Zarkovic, N. (2010). Pathological aspects of lipid peroxidation. Free Radic. Res., 44, 1125-1171. https://doi.org/10.3109/10715762.2010.498478
- Niedernhofer, L.J., Daniels, J.S., Rouzer, C.A., Greene, R.E. and Marnett, L.J. (2003). Malondialdehyde, a product of lipid peroxidation, is mutagenic in human cells. J. Biol. Chem., 278, 31426-31433. https://doi.org/10.1074/jbc.M212549200
- Porter, N.A. (1986). Mechanisms for the autoxidation of polyunsaturated fatty acids. Acc. Chem. Res., 19, 262-268. https://doi.org/10.1021/ar00129a001
- Porter, N.A., Caldwell, S.E. and Mills, K.A. (1995). Mechanisms of free radical oxidation of unsaturated lipids. Lipids, 30, 277-290. https://doi.org/10.1007/BF02536034
- Pratico, D., Tangirala, R.K., Rader, D.J., Rokach, J. and FitzGerald, G.A. (1998). Vitamin E suppresses isoprostane generation in vivo and reduces atherosclerosis in ApoE-deficient mice. Nat. Med., 4, 1189-1192. https://doi.org/10.1038/2685
- Roberts, L.J., 2nd, Montine, T.J., Markesbery, W.R., Tapper, A.R., Hardy, P., Chemtob, S., Dettbarn, W.D. and Morrow, J.D. (1998). Formation of isoprostane-like compounds (neuroprostanes) in vivo from docosahexaenoic acid. J. Biol. Chem., 273, 13605-13612. https://doi.org/10.1074/jbc.273.22.13605
- Roberts, L.J., 2nd, Oates, J.A., Linton, M.F., Fazio, S., Meador, B.P., Gross, M.D., Shyr, Y. and Morrow, J.D. (2007). The relationship between dose of vitamin E and suppression of oxidative stress in humans. Free Radic. Biol. Med., 43, 1388-1393. https://doi.org/10.1016/j.freeradbiomed.2007.06.019
- Rouzer, C.A. and Marnett, L.J. (2003). Mechanism of free radical oxygenation of polyunsaturated fatty acids by cyclooxygenases. Chem. Rev., 103, 2239-2304. https://doi.org/10.1021/cr000068x
- Rouzer, C.A. and Marnett, L.J. (2009). Cyclooxygenases: structural and functional insights. J. Lipid Res., 50, S29-34. https://doi.org/10.1194/jlr.R800042-JLR200
- Serwa, R., Nam, T.G., Valgimigli, L., Culbertson, S., Rector, C.L., Jeong, B.S., Pratt, D.A. and Porter, N.A. (2010). Preparation and investigation of vitamin B6-derived aminopyridinol antioxidants. Chem. Eur. J., 16, 14106-14114. https://doi.org/10.1002/chem.201001382
- Steinberg, D., Parthasarathy, S., Carew, T.E., Khoo, J.C. and Witztum, J.L. (1989). Beyond cholesterol. Modifications of lowdensity lipoprotein that increase its atherogenicity. N. Engl. J. Med., 320, 915-924. https://doi.org/10.1056/NEJM198904063201407
- Upston, J.M., Kritharides, L. and Stocker, R. (2003). The role of vitamin E in atherosclerosis. Prog. Lipid. Res., 42, 405-422. https://doi.org/10.1016/S0163-7827(03)00024-9
- VanderVeen, L.A., Hashim, M.F., Shyr, Y. and Marnett, L.J. (2003). Induction of frameshift and base pair substitution mutations by the major DNA adduct of the endogenous carcinogen malondialdehyde. Proc. Natl. Acad. Sci. U S A, 100, 14247-14252. https://doi.org/10.1073/pnas.2332176100
- West, J.D. and Marnett, L.J. (2005). Alterations in gene expression induced by the lipid peroxidation product, 4-hydroxy-2- nonenal. Chem. Res. Toxicol., 18, 1642-1653. https://doi.org/10.1021/tx050211n
- Yoritaka, A., Hattori, N., Uchida, K., Tanaka, M., Stadtman, E.R. and Mizuno, Y. (1996). Immunohistochemical detection of 4-hydroxynonenal protein adducts in Parkinson disease. Proc. Natl. Acad. Sci. U S A, 93, 2696-2701. https://doi.org/10.1073/pnas.93.7.2696
- Zagol-Ikapitte, I., Masterson, T.S., Amarnath, V., Montine, T.J., Andreasson, K.I., Boutaud, O. and Oates, J.A. (2005). Prostaglandin H(2)-derived adducts of proteins correlate with Alzheimer’s disease severity, J. Neurochem., 94, 1140-1145. https://doi.org/10.1111/j.1471-4159.2005.03264.x
Cited by
- ., Taurine) and Low Concentrations of Methylglyoxal Limit the Production of Advanced Glycation End-Products? vol.17, pp.4, 2014, https://doi.org/10.1089/rej.2014.1561
- A Japanese cross-sectional multicentre study of biomarkers associated with cardiovascular disease in smokers and non-smokers vol.20, pp.6-7, 2015, https://doi.org/10.3109/1354750X.2015.1096303
- Anti-atherosclerosis effect of pine nut oil in high-cholesterol and high-fat diet fed rats and its mechanism studies in human umbilical vein endothelial cells vol.24, pp.1, 2015, https://doi.org/10.1007/s10068-015-0043-x
- Overexpression of NPC1L1 in the livers of transgenic Bama miniature pigs accelerates lipid peroxidation vol.37, pp.2, 2015, https://doi.org/10.1007/s13258-014-0235-4
- Oxidative Stress and Neurobiology of Demyelination vol.53, pp.1, 2016, https://doi.org/10.1007/s12035-014-9041-x
- Genomic and functional integrity of the hematopoietic system requires tolerance of oxidative DNA lesions vol.130, pp.13, 2017, https://doi.org/10.1182/blood-2017-01-764274
- Scavenger Receptor A Mediates the Clearance and Immunological Screening of MDA-Modified Antigen by M2-Type Macrophages vol.19, pp.4, 2017, https://doi.org/10.1007/s12017-017-8461-y
- Detection of reactive aldehyde biomarkers in biological samples using solid-phase extraction pre-concentration and liquid chromatography with fluorescence detection vol.9, pp.12, 2017, https://doi.org/10.1039/C6AY03327J
- Dietary Linoleic Acid and Risk of Coronary Heart Disease: A Systematic Review and Meta-Analysis of Prospective Cohort Studies vol.130, pp.18, 2014, https://doi.org/10.1161/CIRCULATIONAHA.114.010236
- in type 2 diabetic rat pp.07302312, 2019, https://doi.org/10.1002/jcb.28437