N-ETHYLMALEIMIDE

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

Structure Search

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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2983741 | https://www.ncbi.nlm.nih.gov/pubmed/27813108

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

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
The conserved redox-sensitive cysteine residue of the DNA-binding region in the c-Rel protein is involved in the regulation of the phosphorylation of the protein.	2000 Dec 1	11085954
Distinct muscarinic receptors enhance spontaneous GABA release and inhibit electrically evoked GABAergic synaptic transmission in the chick lateral spiriform nucleus.	2001	11457590
H+/2e- stoichiometry of the nadh:ubiquinone reductase reaction catalyzed by submitochondrial particles.	2001 Apr	11403652
Is the effect of interleukin-1 on glutathione oxidation in cultured human fibroblasts involved in nuclear factor-kappaB activation?	2001 Apr	11396485
On the mechanism of sodium-proton exchange in crayfish.	2001 Apr	11282328
Purification and characterization of a Ca2+-independent endoprotease activity from peripheral blood lymphocytes: involvement in HIV-1 gp160 maturation.	2001 Apr 17	11294648
Phospholipase from Trypanosoma brucei releases arachidonic acid by sequential sn-1, sn-2 deacylation of phospholipids.	2001 Apr 25	11356511
Site-specific protease activity of the carboxyl-terminal domain of Semliki Forest virus replicase protein nsP2.	2001 Aug 17	11410598
Cysteine residues in the D-galactose-H+ symport protein of Escherichia coli: effects of mutagenesis on transport, reaction with N-ethylmaleimide and antibiotic binding.	2001 Feb 1	11171069
NBD-labeled phosphatidylcholine and phosphatidylethanolamine are internalized by transbilayer transport across the yeast plasma membrane.	2001 Jan	11208167
The effect of amino acid-modifying reagents on chloroplast protein import and the formation of early import intermediates.	2001 Jan	11181713
Synthesis and characterization of an immobilized phenylethanolamine N-methyltransferase liquid chromatographic stationary phase.	2001 Jan 1	11141309
Characterization of angiotensin-converting enzyme in canine testis.	2001 Jul	11425338
Membrane trafficking machinery components associated with the mammalian acrosome during spermiogenesis.	2001 Jul 1	11412037
Acyl-CoA synthetase isoforms 1, 4, and 5 are present in different subcellular membranes in rat liver and can be inhibited independently.	2001 Jul 6	11319232
Characterisation of an ATP diphosphohydrolase (Apyrase, EC 3.6.1.5) activity in Trichomonas vaginalis.	2001 Jun	11403767
Thiol-reactive agents biphasically regulate inositol 1,4,5-trisphosphate binding and Ca(2+) release activities in bovine adrenal cortex microsomes.	2001 Jun	11356712
Unraveling the mechanism of the vesicle transport ATPase NSF, the N-ethylmaleimide-sensitive factor.	2001 Jun 22	11301340
Abnormal thiol reactivity of tropomyosin in essential hypertension and its association with abnormal sodium-lithium countertransport kinetics.	2001 Mar	11288819
Characterization of the maturation of human pro-apolipoprotein A-I in an in vitro model.	2001 Mar 13	11258924

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Name

Type

Language

N-ETHYLMALEIMIDE

Systematic Name

English

ETHYLMALEIMIDE, N-

Systematic Name

English

NSC-7638

Code

English

N-ETHYLMALEIMIDE [MI]

Common Name

English

Code System Code Type Description

CAS

128-53-0