CAS 128-53-0 N-Ethylmaleimide - Materials / Alfa Chemistry

NAVIGATION

N-Ethylmaleimide

PRICE INQUIRY

Catalog Number

ACM128530

CAS Number

128-53-0

Product Name

N-Ethylmaleimide

Structure

Category

Monomers

Synonyms

Ethylmaleimide; N-EthylMaleiMide; N-ethylmaleic imide; 1-ethylmaleimide; 1-Ethyl-1H-pyrrole-2,5-dione; ethvlmaleimide; n-ethyl-maleimid; N-Ethylmaleinimid; 1-ethyl-1H-pyrrole-2,5-dione; N-Ethylmaleimide; n-ethvlmaleimide; N-ethyl-maleimide;

Description

N-Ethylmaleimide (NEM) derives from maleic acid, it can alkylates free sulfhydryl. N-Ethylmaleimide is an irreversible cysteine protease inhibitor. N-ethylmaleimide specific inhibits phosphate transport in mitochondria. N-Ethylmaleimide inhibits prolyl endopeptidase with an IC50 value of 6.3 μM. N-Ethylmaleimide can be used to modify cysteine residues in proteins and peptides.

IUPAC Name

1-ethylpyrrole-2,5-dione

Molecular Weight

125.13

Molecular Formula

C₆H₇NO₂

Canonical SMILES

CCN1C(=O)C=CC1=O

InChI Key

HDFGOPSGAURCEO-UHFFFAOYSA-N

Boiling Point

210ºC

Melting Point

41-45ºC

Flash Point

73ºC

Purity

99%+

Density

1.207 g/cm³

Appearance

White solid

Application

N-Ethylmaleimide is a versatile white solid used primarily as a protein thiol modifier with the significant function of inhibiting apoptotic DNA fragmentation. As a sulfhydryl reagent, it is pivotal in experimental biochemical research and enzymology, focusing on the modification of cysteine residues in proteins and peptides. It serves as a Michael acceptor, readily reacting with nucleophiles like thiols, and is particularly noted for its role in inhibiting Mg2+-dependent internucleosomal DNA fragmentation. As a derivative of maleimide, N-Ethylmaleimide also functions as an inhibitor of various enzymes, including (S)-tetrahydroprotoberberine N-methyltransferase, hexokinase, and acyl-CoA dehydrogenase (NADP(+)), and exhibits anticoronaviral properties.

Storage

4°C, protect from light*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light).

EC Number

204-892-4

Exact Mass

125.04800

Hazard Statements

T+:Verytoxic;

Safety Description

S26-S28-S36/37/39-S45

Stability

Stable. Combustible. Incompatible with strong oxidizing agents. Refrigerate.