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E3876

Sigma-Aldrich

N-Ethylmaleimide

crystalline, ≥98% (HPLC)

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Synonym(s):
NEM
Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
128-53-0
Molecular Weight:
125.13
Beilstein:
112448
EC Number:
204-892-4
MDL number:
MFCD00005509
PubChem Substance ID:
24278420
NACRES:
NA.21

Quality Level

200

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

crystalline

bp

210 °C (lit.)

mp

43-46 °C (lit.)

solubility

ethanol: 50 mg/mL, clear to slightly hazy, colorless to faint yellow or tan

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

human ... KCNQ2(3785) , KCNQ4(9132) , KCNQ5(56479) , SLC6A3(6531) , SLC6A4(6532)

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Packaging

5, 25, 100 g in glass bottle

Application

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.

Preparation Note

NEM gives a clear solution in ethanol at 50 mg/ml. NEM dissolves in water (>50 mg in 4 ml); however, aqueous solutions are unstable. The rate of hydrolysis is pseudo-first order and significantly dependent on pH.

Pictograms

CorrosionSkull and crossbones
GHS05,GHS06

Signal Word

Danger

Hazard Statements

H300 - H311 - H314 - H317

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

Flash Point(C)

72.9 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More Documents

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