Skip to Content
Merck
All Photos(1)

Key Documents

04260

Sigma-Aldrich

N-Ethylmaleimide

purum p.a., ≥99.0% (HPLC)

Synonym(s):

NEM

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
Molecular Weight:
125.13
Beilstein:
112448
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

grade

purum p.a.

Assay

≥99.0% (HPLC)

ign. residue

≤0.05%

bp

210 °C (lit.)

mp

43-46 °C (lit.)
43-46 °C

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤100 mg/kg

cation traces

Ca: ≤50 mg/kg
Cd: ≤50 mg/kg
Co: ≤50 mg/kg
Cu: ≤50 mg/kg
Fe: ≤50 mg/kg
K: ≤100 mg/kg
Na: ≤100 mg/kg
Ni: ≤50 mg/kg
Pb: ≤50 mg/kg
Zn: ≤50 mg/kg

storage temp.

2-8°C

SMILES string

CCN1C(=O)C=CC1=O

InChI

1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3

InChI key

HDFGOPSGAURCEO-UHFFFAOYSA-N

Gene Information

Looking for similar products? Visit Product Comparison Guide

Application

N-Ethylmaleimide has been used to measure low molecular weight thiols bound to plasma proteins.
Reagent for the covalent modification of cysteine residues in proteins.

Biochem/physiol Actions

Augments currents from native M-channels in sympathetic neurons and acts as an opener for KCNQ2, KCNQ4 and KCNQ5 channels.
Sulfhydryl alkylating agent that inactivates NADP-dependent isocitrate dehydrogenase and many endonucleases.

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

163.2 °F - closed cup

Flash Point(C)

72.9 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Plasma protein thiolation index (PTI) as a biomarker of thiol-specific oxidative stress in haemodialyzed patients.
Colombo G, et al.
Free Radical Biology & Medicine, 89, 443-451 (2015)
Koichi Tan-No et al.
International review of neurobiology, 85, 191-205 (2009-07-18)
Dynorphins, the endogenous opioid peptides derived from prodynorphin may participate not only in the inhibition, but also in facilitation of spinal nociceptive transmission. However, the mechanism of pronociceptive dynorphin actions, and the comparative potential of prodynorphin processing products to induce
Tatsuki Kurokawa et al.
Biochimica et biophysica acta, 1838(1 Pt B), 382-387 (2013-10-22)
Hv1 (also named, voltage-sensor only protein, VSOP) lacks an authentic pore domain, and its voltage sensor domain plays both roles in voltage sensing and proton permeation. The activities of a proton channel are intrinsic to protomers of Hv1, while Hv1
Dar'ya S Redka et al.
Biochemistry, 52(42), 7405-7427 (2013-09-21)
Muscarinic and other G protein-coupled receptors exhibit an agonist-specific heterogeneity that tracks efficacy and commonly is attributed to an effect of the G protein on an otherwise homogeneous population of sites. To examine this notion, M2 muscarinic receptors were purified
Ryan R Falsey et al.
Nature chemical biology, 2(1), 33-38 (2006-01-13)
The actin cytoskeleton supports diverse cellular processes such as endocytosis, oriented growth, adhesion and migration. The dynamic nature of the cytoskeleton, however, has made it difficult to define the roles of the many accessory molecules that modulate actin organization, especially

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service