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Chemical Compound Review

CHEMBL1086447     (E)-4-oxonon-2-enal

Synonyms: CHEBI:58972, CHEBI:731366, LMFA06000254, ZINC03604280, AKOS006284470, ...
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Disease relevance of 4-Oxo-2-nonenal


High impact information on 4-Oxo-2-nonenal


Chemical compound and disease context of 4-Oxo-2-nonenal


Biological context of 4-Oxo-2-nonenal


Anatomical context of 4-Oxo-2-nonenal

  • The reaction of 4-oxo-2-nonenal with calf thymus DNA was also shown to result in the formation of substituted ethano adducts A(1) and A(2) and substituted etheno adduct B [10].

Associations of 4-Oxo-2-nonenal with other chemical compounds


  1. Identification of a lipid peroxidation product as a potential trigger of the p53 pathway. Shibata, T., Iio, K., Kawai, Y., Shibata, N., Kawaguchi, M., Toi, S., Kobayashi, M., Kobayashi, M., Yamamoto, K., Uchida, K. J. Biol. Chem. (2006) [Pubmed]
  2. Bispecific Abs against modified protein and DNA with oxidized lipids. Akagawa, M., Ito, S., Toyoda, K., Ishii, Y., Tatsuda, E., Shibata, T., Yamaguchi, S., Kawai, Y., Ishino, K., Kishi, Y., Adachi, T., Tsubata, T., Takasaki, Y., Hattori, N., Matsuda, T., Uchida, K. Proc. Natl. Acad. Sci. U.S.A. (2006) [Pubmed]
  3. Reactive lipid species from cyclooxygenase-2 inactivate tumor suppressor LKB1/STK11: cyclopentenone prostaglandins and 4-hydroxy-2-nonenal covalently modify and inhibit the AMP-kinase kinase that modulates cellular energy homeostasis and protein translation. Wagner, T.M., Mullally, J.E., Fitzpatrick, F.A. J. Biol. Chem. (2006) [Pubmed]
  4. A novel lipid hydroperoxide-derived cyclic covalent modification to histone H4. Oe, T., Arora, J.S., Lee, S.H., Blair, I.A. J. Biol. Chem. (2003) [Pubmed]
  5. The oxidative stress mediator 4-hydroxynonenal is an intracellular agonist of the nuclear receptor peroxisome proliferator-activated receptor-beta/delta (PPARbeta/delta). Coleman, J.D., Prabhu, K.S., Thompson, J.T., Reddy, P.S., Peters, J.M., Peterson, B.R., Reddy, C.C., Vanden Heuvel, J.P. Free Radic. Biol. Med. (2007) [Pubmed]
  6. Modification of heat shock protein 90 by 4-hydroxynonenal in a rat model of chronic alcoholic liver disease. Carbone, D.L., Doorn, J.A., Kiebler, Z., Ickes, B.R., Petersen, D.R. J. Pharmacol. Exp. Ther. (2005) [Pubmed]
  7. 4-Oxo-2-nonenal is both more neurotoxic and more protein reactive than 4-hydroxy-2-nonenal. Lin, D., Lee, H.G., Liu, Q., Perry, G., Smith, M.A., Sayre, L.M. Chem. Res. Toxicol. (2005) [Pubmed]
  8. Characterization of 4-oxo-2-nonenal as a novel product of lipid peroxidation. Lee, S.H., Blair, I.A. Chem. Res. Toxicol. (2000) [Pubmed]
  9. Induction of apoptosis in colorectal carcinoma cells treated with 4-hydroxy-2-nonenal and structurally related aldehydic products of lipid peroxidation. West, J.D., Ji, C., Duncan, S.T., Amarnath, V., Schneider, C., Rizzo, C.J., Brash, A.R., Marnett, L.J. Chem. Res. Toxicol. (2004) [Pubmed]
  10. Characterization of 2'-deoxyadenosine adducts derived from 4-oxo-2-nonenal, a novel product of lipid peroxidation. Lee, S.H., Rindgen, D., Bible, R.H., Hajdu, E., Blair, I.A. Chem. Res. Toxicol. (2000) [Pubmed]
  11. Vitamin C conjugates of genotoxic lipid peroxidation products: structural characterization and detection in human plasma. Sowell, J., Frei, B., Stevens, J.F. Proc. Natl. Acad. Sci. U.S.A. (2004) [Pubmed]
  12. Covalent modifications to 2'-deoxyguanosine by 4-oxo-2-nonenal, a novel product of lipid peroxidation. Rindgen, D., Nakajima, M., Wehrli, S., Xu, K., Blair, I.A. Chem. Res. Toxicol. (1999) [Pubmed]
  13. Characterization of 2'-deoxycytidine adducts derived from 4-oxo-2-nonenal, a novel lipid peroxidation product. Pollack, M., Oe, T., Lee, S.H., Silva Elipe, M.V., Arison, B.H., Blair, I.A. Chem. Res. Toxicol. (2003) [Pubmed]
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