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Merck
CN

128287

N-Ethylmaleimide

98%

Synonym(s):

NEM

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About This Item

Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
128-53-0
Molecular Weight:
125.13
EC Number:
204-892-4
UNSPSC Code:
12352200
PubChem Substance ID:
24847840
Beilstein/REAXYS Number:
112448
MDL number:
MFCD00005509

Key Documents

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Product Name

N-Ethylmaleimide, 98%

InChI key

HDFGOPSGAURCEO-UHFFFAOYSA-N

InChI

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

SMILES string

CCN1C(=O)C=CC1=O

assay

98%

bp

210 °C (lit.)

mp

43-46 °C (lit.)

Gene Information

human ... SLC6A3(6531), SLC6A4(6532)

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Application

Reagent for the covalent modification of cysteine residues in proteins.
Thiol reagent.

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
GHS06,GHS05

signalword

Danger

Hazard Classifications

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

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
01129AP
06511EX
S33054
07202PC
S25660

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Aldrichimica Acta, 4, 33-33 (1971)
M Asensi et al.
Analytical biochemistry, 217(2), 323-328 (1994-03-01)
A high-performance liquid chromatography method to determine oxidized glutathione (GSSG) in biological samples with ultraviolet-visible detection using N-ethylmaleimide to prevent reduced glutathione (GSH) oxidation is described. Previous methods based on high-performance liquid chromatography to quantitative GSH and GSSG are unsuitable

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