Protein Information

Name CYP2E1
Synonyms CPE 1; Flavoprotein linked monooxygenase; Xenobiotic monooxygenase; Microsomal monooxygenase; CPE1; CYP2E; CYP2E1; CYP2E1 protein…

Compound Information

Name acrylonitrile
CAS 2-propenenitrile

Reference List

PubMed Abstract RScore(About this table)
20127315 Suhua W, Rongzhu L, Wenrong X, Guangwei X, Xiaowu Z, Shizhong W, Ye Z, Fangan H, Aschner M: Induction or inhibition of cytochrome P450 2E1 modifies the acute toxicity of acrylonitrile in rats: biochemical evidence. Arch Toxicol. 2010 Feb 3.
168(2,2,2,8) Details
11869835 Thier R, Lewalter J, Selinski S, Bolt HM: Possible impact of human CYP2E1 polymorphisms on the metabolism of acrylonitrile. Toxicol Lett. 2002 Mar 10;128(1-3):249-55.
164(2,2,2,4) Details
11535247 Thier R, Balkenhol H, Lewalter J, Selinski S, Dommermuth A, Bolt HM: Influence of polymorphisms of the human glutathione transferases and cytochrome P450 2E1 enzyme on the metabolism and toxicity of ethylene oxide and acrylonitrile. Mutat Res. 2001 Oct 1;482(1-2):41-6.
82(1,1,1,2) Details
10563837 Sumner SC, Fennell TR, Moore TA, Chanas B, Gonzalez F, Ghanayem BI: Role of cytochrome P450 2E1 in the metabolism of acrylamide and acrylonitrile in mice. Chem Res Toxicol. 1999 Nov;12(11):1110-6.
82(1,1,1,2) Details
7482528 Subramanian U, Ahmed AE: Intestinal toxicity of acrylonitrile: in vitro metabolism by intestinal cytochrome P450 2E1. Toxicol Appl Pharmacol. 1995 Nov;135(1):1-8.
81(1,1,1,1) Details
14644629 Chanas B, Wang H, Ghanayem BI: Differential metabolism of acrylonitrile to cyanide is responsible for the greater sensitivity of male vs female mice: role of CYP2E1 and epoxide hydrolases. Toxicol Appl Pharmacol. 2003 Dec 1;193(2):293-302.
36(0,1,1,6) Details
17979661 Ghanayem BI, Hoffler U: Investigation of xenobiotics metabolism, genotoxicity, and carcinogenicity using Cyp2e1 (-/-) mice. Curr Drug Metab. 2007 Oct;8(7):728-49.

In particular, cytochrome P450 2E1 (CYP2E1) is implicated in the oxidative bioactivation of a variety of small hydrophobic chemicals including a number of epoxide-forming drugs and environmentally important toxicants including urethane, acrylamide, acrylonitrile, benzene, vinyl chloride, styrene, 1-bromopropane, trichloroethylene, dichloroethylene, acetaminophen, and butadiene.
10(0,0,1,5) Details
12690492 Bolt HM, Roos PH, Thier R: The cytochrome P-450 isoenzyme CYP2E1 in the biological processing of industrial chemicals: consequences for occupational and environmental medicine. Int Arch Occup Environ Health. 2003 Apr;76(3):174-85. Epub 2003 Mar 1.

10(0,0,0,10) Details
10215687 Ghanayem BI, Sanders JM, Chanas B, Burka LT, Gonzalez FJ: Role of cytochrome P-450 2E1 in methacrylonitrile metabolism and disposition. J Pharmacol Exp Ther. 1999 May;289(2):1054-9.

Methacrylonitrile (MAN) is a widely used aliphatic nitrile and is structurally similar to the known rat carcinogen and suspected human carcinogen acrylonitrile (AN).
The objective of the present work was to determine whether CYP2E1 is involved in the oxidative metabolism of MAN as was suggested for AN. 2-14C-MAN was administered to CYP2E1-null or wild-type mice by gavage at 12 mg/kg.
7(0,0,0,7) Details
12124309 Wang H, Chanas B, Ghanayem BI: Cytochrome P450 2E1 (CYP2E1) is essential for acrylonitrile metabolism to cyanide: comparative studies using CYP2E1-null and wild-type mice. Drug Metab Dispos. 2002 Aug;30(8):911-7.
7(0,0,0,7) Details
15893539 El Hadri L, Chanas B, Ghanayem BI: Comparative metabolism of methacrylonitrile and acrylonitrile to cyanide using cytochrome P4502E1 and microsomal epoxide hydrolase-null mice. Toxicol Appl Pharmacol. 2005 Jun 1;205(2):116-25. Epub 2004 Nov 25.

We have recently shown that CYP2E1 is essential for AN epoxidation and subsequent cyanide liberation.
6(0,0,0,6) Details
16978761 Emmert B, Bunger J, Keuch K, Muller M, Emmert S, Hallier E, Westphal GA: Mutagenicity of cytochrome P450 2E1 substrates in the Ames test with the metabolic competent S. typhimurium strain YG7108pin3ERb5. Toxicology. 2006 Nov 10;228(1):66-76. Epub 2006 Aug 22.

In order to answer the question if CYP2E1 substrates that yield negative or inconclusive results in the Ames test can be activated by metabolic competent bacterial strains, we used YG7108pin3ERb5 to investigate the following compounds: acetamide, acrylamide, acrylonitrile, allyl chloride, ethyl acrylate, ethyl carbamate, methyl-methacrylate, vinyl acetate, N-nitrosopyrrolidine, trichloroethylene and tetrachloroethylene.
4(0,0,0,4) Details
19913070 Guangwei X, Rongzhu L, Wenrong X, Suhua W, Xiaowu Z, Shizhong W, Ye Z, Aschner M, Kulkarni SK, Bishnoi M: Curcumin pretreatment protects against acute acrylonitrile-induced oxidative damage in rats. Toxicology. 2010 Jan 12;267(1-3):140-6. Epub 2009 Nov 11.

These results establish that curcumin pretreatment has a beneficial role in mitigating AN-induced oxidative stress both in the brains and livers of exposed rats and these effects are mediated independently of cytochrome P450 2E1 inhibition.
1(0,0,0,1) Details
9598299 Felten RK, DeNicola DB, Carlson GP: Minimal effects of acrylonitrile on pulmonary and hepatic cell injury enzymes in rats with induced cytochrome P450. Drug Chem Toxicol. 1998 May;21(2):181-94.

Five agents, phenobarbital, beta-naphthoflavone, pyridine, ethanol, and acetone, were administered prior to AN as inducers of CYP2B, CYP1A, and CYP2E1.
1(0,0,0,1) Details
17222524 Pouyatos B, Gearhart C, Nelson-Miller A, Fulton S, Fechter L: Oxidative stress pathways in the potentiation of noise-induced hearing loss by acrylonitrile. Hear Res. 2007 Feb;224(1-2):61-74. Epub 2007 Jan 11.

We investigated the effects of sodium thiosulfate (STS), a CN inhibitor, 4-methylpyrazole (4MP), a drug that blocks CN generation by competing with CYP2E1, and l-N-acetylcysteine (l-NAC), a pro-GSH drug, in order to distinguish between GSH depletion and CN production as the mechanism responsible for potentiation of NIHL by ACN.
1(0,0,0,1) Details