Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H7NO2 |
| Molecular Weight | 125.1253 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCN1C(=O)C=CC1=O
InChI
InChIKey=HDFGOPSGAURCEO-UHFFFAOYSA-N
InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3
| Molecular Formula | C6H7NO2 |
| Molecular Weight | 125.1253 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
N-ethylmaleimide (NEM), a sulfhydryl reagent, functions as an oxidizing agent in biological and non-biological systems. It behaves as an oxidizing agent with an interacting site in the region QH2-cytochrome A of the respiratory chain. In addition was identified, that NEM can be a potential antidote against As2 O3 -mediated DNA damage in a glutathione-dependent manner.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Investigations of the in vitro transport of human milk oligosaccharides by a Caco-2 monolayer using a novel high performance liquid chromatography-mass spectrometry technique. | 2001-09-14 |
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| Site-specific protease activity of the carboxyl-terminal domain of Semliki Forest virus replicase protein nsP2. | 2001-08-17 |
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| Human mdm2 mediates multiple mono-ubiquitination of p53 by a mechanism requiring enzyme isomerization. | 2001-08-17 |
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| Functional and molecular characterization of the K-Cl cotransporter of Xenopus laevis oocytes. | 2001-08 |
|
| The DNA helicase activity of yeast Sgs1p is essential for normal lifespan but not for resistance to topoisomerase inhibitors. | 2001-08 |
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| Cysteines 431 and 1074 are responsible for inhibitory disulfide cross-linking between the two nucleotide-binding sites in human P-glycoprotein. | 2001-07-20 |
|
| Identification of active site residues in glucosylceramide synthase. A nucleotide-binding catalytic motif conserved with processive beta-glycosyltransferases. | 2001-07-13 |
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| Functional characterization of the human multidrug transporter, ABCG2, expressed in insect cells. | 2001-07-06 |
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| Membrane trafficking machinery components associated with the mammalian acrosome during spermiogenesis. | 2001-07-01 |
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| Inhibition of human gelatinases by metals released from dental amalgam. | 2001-07 |
|
| Characterization of angiotensin-converting enzyme in canine testis. | 2001-07 |
|
| Characterization of poly(ADP-ribose)polymerase from Crithidia fasciculata: enzyme inhibition by beta-lapachone. | 2001-07 |
|
| Resolution, detection, and characterization of redox conformers of human HSF1. | 2001-06-29 |
|
| A novel plant alpha4-fucosyltransferase (Vaccinium myrtillus L.) synthesises the Lewis(a) adhesion determinant. | 2001-06-22 |
|
| The lactose transport protein is a cooperative dimer with two sugar translocation pathways. | 2001-06-15 |
|
| A colorimetric assay for high-throughput screening of inhibitors of herpes simplex virus type 1 alkaline nuclease. | 2001-06-15 |
|
| Inhibition of neutrophil spreading during adhesion to fibronectin reveals formation of long tubulovesicular cell extensions (cytonemes). | 2001-06-10 |
|
| The influence of nitric oxide donors on the responses to nitrergic nerve stimulation in the mouse duodenum. | 2001-06-08 |
|
| K(+) transport in red blood cells from human umbilical cord. | 2001-06-06 |
|
| Evidence for the extracellular reduction of alpha-lipoic acid by Leishmania donovani promastigotes: a transplasma membrane redox system. | 2001-06-06 |
|
| Simultaneous determination of reduced and oxidized glutathione in peripheral blood mononuclear cells by liquid chromatography-electrospray mass spectrometry. | 2001-06-05 |
|
| Dopamine D(2)-like receptors selectively block N-type Ca(2+) channels to reduce GABA release onto rat striatal cholinergic interneurones. | 2001-06-01 |
|
| Strong binding of myosin increases shortening velocity of rabbit skinned skeletal muscle fibres at low levels of Ca(2+). | 2001-06-01 |
|
| Characterisation of an ATP diphosphohydrolase (Apyrase, EC 3.6.1.5) activity in Trichomonas vaginalis. | 2001-06 |
|
| Analysis of the mutant Drosophila N-ethylmaleimide sensitive fusion-1 protein in comatose reveals molecular correlates of the behavioural paralysis. | 2001-06 |
|
| Immunoaffinity purification and reconstitution of human alpha(2)-adrenergic receptor subtype C2 into phospholipid vesicles. | 2001-06 |
|
| Inhibition of calcium channels by opioid- and adenosine-receptor agonists in neurons of the nucleus accumbens. | 2001-06 |
|
| Thiol-reactive agents biphasically regulate inositol 1,4,5-trisphosphate binding and Ca(2+) release activities in bovine adrenal cortex microsomes. | 2001-06 |
|
| Sulfhydryl G proteins and phospholipase A(2)-associated G proteins are involved in adrenergic signal transduction in the rat pineal gland. | 2001-06 |
|
| Peroxynitrite-dependent activation of src tyrosine kinases lyn and hck in erythrocytes is under mechanistically different pathways of redox control. | 2001-05-15 |
|
| Mutational analyses of cysteine residues of bovine dihydrodiol dehydrogenase 3. | 2001-05-05 |
|
| Role of superoxide and reactive nitrogen intermediates in Rhodnius prolixus (Reduviidae)/Trypanosoma rangeli interactions. | 2001-05 |
|
| Ca(2+)-activated Cl- channels in Ehrlich ascites tumor cells are distinct from mCLCA1, 2 and 3. | 2001-05 |
|
| Conformation and polarity of the active site of xylanase I from Thermomonospora sp. as deduced by fluorescent chemoaffinity labeling. Site and significance of a histidine residue. | 2001-05 |
|
| Identification of subtypes of muscarinic receptors that regulate Ca2+ and K+ channel activity in sympathetic neurons. | 2001-04-27 |
|
| Phospholipase from Trypanosoma brucei releases arachidonic acid by sequential sn-1, sn-2 deacylation of phospholipids. | 2001-04-25 |
|
| Involvement of K(+)-Cl(-)-cotransport in the apoptosis induced by N-ethylmaleimide in HepG2 human hepatoblastoma cells. | 2001-04-20 |
|
| H+/2e- stoichiometry of the nadh:ubiquinone reductase reaction catalyzed by submitochondrial particles. | 2001-04 |
|
| Is the effect of interleukin-1 on glutathione oxidation in cultured human fibroblasts involved in nuclear factor-kappaB activation? | 2001-04 |
|
| Role of reduced glutathione and nitric oxide in the black tea extract-mediated protection against ulcerogen-induced changes in motility and gastric emptying in rats. | 2001-04 |
|
| Mechanism of oxidation of inorganic sulfur compounds by thiosulfate-grown Thiobacillus thiooxidans. | 2001-04 |
|
| The Aplysia californica Cl- pump is a P-type ATPase: evidence through inhibition studies. | 2001-04 |
|
| Sphingosine-1-phosphate phosphatases. | 2001-04 |
|
| Differential regulation of three catalytic activities of platelet-activating factor (PAF)-dependent transacetylase. | 2001-03-01 |
|
| Kinetic analyses of mitochondrial 75selenium uptake in Trigonella foenum-graecum seedlings exposed to selenium and mimosine. | 2001-03 |
|
| Specific spin labelling of the sugar-H(+) symporter, GalP, in cell membranes of Escherichia coli: site mobility and overall rotational diffusion of the protein. | 2001-02-09 |
|
| Inhibition by mercuric chloride of Na-K-2Cl cotransport activity in rectal gland plasma membrane vesicles isolated from Squalus acanthias. | 2001-02-09 |
|
| Distinct muscarinic receptors enhance spontaneous GABA release and inhibit electrically evoked GABAergic synaptic transmission in the chick lateral spiriform nucleus. | 2001 |
|
| K-Cl cotransport: immunohistochemical and ion flux studies in human embryonic kidney (HEK293) cells transfected with full-length and C-terminal-domain-truncated KCC1 cDNAs. | 2001 |
|
| N-ethylmaleimide sensitive factor (NSF) structure and function. | 2001 |
Sample Use Guides
In Vitro Use Guide
Curator's Comment: It was found that N-ethylmaleimide (NEM) could reverse As2 O3 -mediated effects, thus enhancing poly(ADP-ribosyl)ation with attenuated cell death and increased cell survival. Pharmacologic inhibition of glutathione with l-buthionine-sulfoximine blocked the antagonistic effect of NEM on As2 O3, thereby continuing As2 O3 -mediated suppression of PARylation and causing DNA damage.
Unknown
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:45:06 GMT 2025
by
admin
on
Mon Mar 31 18:45:06 GMT 2025
|
| Record UNII |
O3C74ACM9V
|
| Record Status |
Validated (UNII)
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| Record Version |
|
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128-53-0
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DB02967
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N-ETHYLMALEIMIDE
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4362
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44485
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204-892-4
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7638
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DTXSID1059573
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O3C74ACM9V
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m5147
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PRIMARY | Merck Index |