The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

AC1NRRHH     diethyl (Z)-but-2-enedioate

Synonyms: CCRIS 941, Ethyl maleate, NSC-8394, D97703_ALDRICH, AG-D-81904, ...
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of DIETHYL MALEATE


High impact information on DIETHYL MALEATE


Chemical compound and disease context of DIETHYL MALEATE


Biological context of DIETHYL MALEATE

  • The appearance of this FM p21 form is very early, being observed 5 min after exposure to diethylmaleate, long before the already observed accumulation of p21 induced by oxidative stress [16].
  • The changes observed differ from those previously reported with other hydrocholeretics, such as diethylmaleate; they are likely related to hepatic biotransformation of VPA, which undergoes beta and omega-oxidation, and glucuronidation [17].
  • Following GSH depletion by diethylmaleate, fibroblasts (GM 3492) from a clinically unaffected individual resynthesized GSH at a rate approximately twice that observed in fibroblasts from known heterozygotes (GM 3488 and GM 3489) [18].
  • DEM treatment also produced a dose-dependent delay in cell cycle progression, which at low concentrations (0.25 mM) consisted of a G2/M arrest and at higher concentrations (1 mM) also involved G1 and S phase delays [19].
  • Further, in vitro studies demonstrated that pretreatment of HUVEC monolayers with DEM prevented both ICAM-1 up-regulation and PMN transendothelial migration [20].

Anatomical context of DIETHYL MALEATE


Associations of DIETHYL MALEATE with other chemical compounds


Gene context of DIETHYL MALEATE

  • DEM induced WAF1/CIP1 expression in Saos-2 and T98G cells, both of which lack functional p53 protein [19].
  • However, cells with either a deregulated RAS pathway or overexpressing CLN2 failed to grow and arrested as budded cells, indicating that a second DEM-sensitive cell cycle step exists [29].
  • DEM does not affect the ability of FAC1 to bind hKeap1 in our assay [30].
  • We found that diethyl maleate (DEM), a well known activator of Nrf2, induces one of the small Maf genes, mafG [31].
  • DEM treatment did not produce an increase in membrane-associated protein kinase C, but ERK2, a mitogen-activated protein kinase, was phosphorylated in a manner consistent with ERK2 activation [19].

Analytical, diagnostic and therapeutic context of DIETHYL MALEATE


  1. Elimination of Ehrlich tumours by ATP-induced growth inhibition, glutathione depletion and X-rays. Estrela, J.M., Obrador, E., Navarro, J., Lasso De la Vega, M.C., Pellicer, J.A. Nat. Med. (1995) [Pubmed]
  2. Multiple Yap1p-binding sites mediate induction of the yeast major facilitator FLR1 gene in response to drugs, oxidants, and alkylating agents. Nguyên, D.T., Alarco, A.M., Raymond, M. J. Biol. Chem. (2001) [Pubmed]
  3. Investigation of mechanisms of acetaminophen toxicity in isolated rat hepatocytes with the acetaminophen analogues 3,5-dimethylacetaminophen and 2,6-dimethylacetaminophen. Porubek, D.J., Rundgren, M., Harvison, P.J., Nelson, S.D., Moldéus, P. Mol. Pharmacol. (1987) [Pubmed]
  4. Renal work, glutathione and susceptibility to free radical-mediated postischemic injury. Paller, M.S. Kidney Int. (1988) [Pubmed]
  5. Effect of exogenous glutathione on tumor progression in the murine skin multistage carcinogenesis model. Rotstein, J.B., Slaga, T.J. Carcinogenesis (1988) [Pubmed]
  6. Myocardial glutathione depletion impairs recovery after short periods of ischemia. Blaustein, A., Deneke, S.M., Stolz, R.I., Baxter, D., Healey, N., Fanburg, B.L. Circulation (1989) [Pubmed]
  7. Low membrane protein sulfhydrils but not G6PD deficiency predict ribavirin-induced hemolysis in hepatitis C. Grattagliano, I., Russmann, S., Palmieri, V.O., Jüni, P., Bihl, F., Portincasa, P., Palasciano, G., Lauterburg, B.H. Hepatology (2004) [Pubmed]
  8. Selective mitochondrial glutathione depletion by ethanol enhances acetaminophen toxicity in rat liver. Zhao, P., Kalhorn, T.F., Slattery, J.T. Hepatology (2002) [Pubmed]
  9. Role of oxidative stress in hypoxia-reoxygenation injury to cultured rat hepatic sinusoidal endothelial cells. Samarasinghe, D.A., Tapner, M., Farrell, G.C. Hepatology (2000) [Pubmed]
  10. Expression of inducible nitric oxide synthase in endotoxemic rat hepatocytes is dependent on the cellular glutathione status. Vos, T.A., Van Goor, H., Tuyt, L., De Jager-Krikken, A., Leuvenink, R., Kuipers, F., Jansen, P.L., Moshage, H. Hepatology (1999) [Pubmed]
  11. Antagonistic effect of diethylmaleate on the promotion of forestomach carcinogenesis by butylated hydroxyanisole (BHA) in rats pretreated with N-methyl-N'-nitro-N-nitrosoguanidine. Hirose, M., Kagawa, M., Ogawa, K., Yamamoto, A., Ito, N. Carcinogenesis (1989) [Pubmed]
  12. Heat-shock proteins inhibit induction of prostate cancer cell apoptosis. Gibbons, N.B., Watson, R.W., Coffey, R.N., Brady, H.P., Fitzpatrick, J.M. Prostate (2000) [Pubmed]
  13. An in vitro study comparing the cytotoxicity of three platinum complexes with regard to the effect of thiol depletion. Smith, E., Brock, A.P. Br. J. Cancer (1988) [Pubmed]
  14. In vivo studies on the relationship between target organ alkylation and the pulmonary toxicity of a chemically reactive metabolite of 4-ipomeanol. Boyd, M.R., Burka, L.T. J. Pharmacol. Exp. Ther. (1978) [Pubmed]
  15. Effect of verapamil on hepatic ischemia/reperfusion injury. Stein, H.J., Oosthuizen, M.M., Hinder, R.A., Lamprechts, H. Am. J. Surg. (1993) [Pubmed]
  16. A new p21waf1/cip1 isoform is an early event of cell response to oxidative stress. Esposito, F., Cuccovillo, F., Russo, L., Casella, F., Russo, T., Cimino, F. Cell Death Differ. (1998) [Pubmed]
  17. Early structural and functional changes in liver of rats treated with a single dose of valproic acid. Jezequel, A.M., Bonazzi, P., Novelli, G., Venturini, C., Orlandi, F. Hepatology (1984) [Pubmed]
  18. Imparied glutathione biosynthesis in cultured human ataxia-telangiectasia cells. Meredith, M.J., Dodson, M.L. Cancer Res. (1987) [Pubmed]
  19. A p53-independent pathway for activation of WAF1/CIP1 expression following oxidative stress. Russo, T., Zambrano, N., Esposito, F., Ammendola, R., Cimino, F., Fiscella, M., Jackman, J., O'Connor, P.M., Anderson, C.W., Appella, E. J. Biol. Chem. (1995) [Pubmed]
  20. Thiol-mediated regulation of ICAM-1 expression in endotoxin-induced acute lung injury. Nathens, A.B., Bitar, R., Watson, R.W., Issekutz, T.B., Marshall, J.C., Dackiw, A.P., Rotstein, O.D. J. Immunol. (1998) [Pubmed]
  21. Selectivity of rat and human glutathione S-transferases in activation of ethylene dibromide by glutathione conjugation and DNA binding and induction of unscheduled DNA synthesis in human hepatocytes. Cmarik, J.L., Inskeep, P.B., Meredith, M.J., Meyer, D.J., Ketterer, B., Guengerich, F.P. Cancer Res. (1990) [Pubmed]
  22. Failure of chronic glutathione elevation to reduce cytotoxicity produced by exposure to cis-diamminedichloroplatinum(II), ionizing radiation, or hyperthermia. Freeman, M.L., Meredith, M.J., Eisert, D.R. Cancer Res. (1990) [Pubmed]
  23. Inhibition by colchicine of biliary secretion of diethylmaleate in the rat: evidence for microtubule-dependent vesicular transport. Dumont, M., D'Hont, C., Durand-Schneider, A.M., Legrand-Defretin, V.L., Feldmann, G., Erlinger, S. Hepatology (1991) [Pubmed]
  24. The Coenzyme Q10 analog decylubiquinone inhibits the redox-activated mitochondrial permeability transition: role of mitcohondrial [correction mitochondrial] complex III. Armstrong, J.S., Whiteman, M., Rose, P., Jones, D.P. J. Biol. Chem. (2003) [Pubmed]
  25. Resistance to radiation-induced apoptosis in Bcl-2-expressing cells is reversed by depleting cellular thiols. Mirkovic, N., Voehringer, D.W., Story, M.D., McConkey, D.J., McDonnell, T.J., Meyn, R.E. Oncogene (1997) [Pubmed]
  26. Estimation of lipid peroxidation of live cells using a fluorescent probe, diphenyl-1-pyrenylphosphine. Takahashi, M., Shibata, M., Niki, E. Free Radic. Biol. Med. (2001) [Pubmed]
  27. Vitamin C inhibits diethylmaleate-induced L-cystine transport in human vascular smooth muscle cells. Ruiz, E., Siow, R.C., Bartlett, S.R., Jenner, A.M., Sato, H., Bannai, S., Mann, G.E. Free Radic. Biol. Med. (2003) [Pubmed]
  28. Redox regulation of the signaling pathways leading to eNOS phosphorylation. Tanaka, T., Nakamura, H., Yodoi, J., Bloom, E.T. Free Radic. Biol. Med. (2005) [Pubmed]
  29. In budding yeast, reactive oxygen species induce both RAS-dependent and RAS-independent cell cycle-specific arrest. Wanke, V., Accorsi, K., Porro, D., Esposito, F., Russo, T., Vanoni, M. Mol. Microbiol. (1999) [Pubmed]
  30. Fetal Alz-50 clone 1 interacts with the human orthologue of the Kelch-like Ech-associated protein. Strachan, G.D., Morgan, K.L., Otis, L.L., Caltagarone, J., Gittis, A., Bowser, R., Jordan-Sciutto, K.L. Biochemistry (2004) [Pubmed]
  31. Nrf2 transcriptionally activates the mafG gene through an antioxidant response element. Katsuoka, F., Motohashi, H., Engel, J.D., Yamamoto, M. J. Biol. Chem. (2005) [Pubmed]
  32. Quantitative analysis of cellular glutathione by flow cytometry utilizing monochlorobimane: some applications to radiation and drug resistance in vitro and in vivo. Rice, G.C., Bump, E.A., Shrieve, D.C., Lee, W., Kovacs, M. Cancer Res. (1986) [Pubmed]
  33. Glutathione biosynthesis in the isolated perfused rat lung: utilization of extracellular glutathione. Berggren, M., Dawson, J., Moldéus, P. FEBS Lett. (1984) [Pubmed]
  34. Differentially expressed mRNAs as a consequence of oxidative stress in intact cells. Ammendola, R., Fiore, F., Esposito, F., Caserta, G., Mesuraca, M., Russo, T., Cimino, F. FEBS Lett. (1995) [Pubmed]
  35. Reactive oxygen species induce apoptosis of vascular smooth muscle cell. Li, P.F., Dietz, R., von Harsdorf, R. FEBS Lett. (1997) [Pubmed]
  36. Gastric mucosal injury caused by hemorrhagic shock and reperfusion: protective role of the antioxidant glutathione. Stein, H.J., Hinder, R.A., Oosthuizen, M.M. Surgery (1990) [Pubmed]
WikiGenes - Universities