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E1271

Sigma-Aldrich

N-Ethylmaleimide

BioXtra, ≥98% (HPLC)

Synonym(s):

NEM

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About This Item

Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
Molecular Weight:
125.13
Beilstein:
112448
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.21

product line

BioXtra

Assay

≥98% (HPLC)

impurities

≤0.001% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.1%

bp

210 °C (lit.)

mp

43-46 °C (lit.)

solubility

95% ethanol: 50 mg/mL, clear to slightly hazy (colorless to faint yellow)

anion traces

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
Na: ≤0.005%
Pb: ≤0.001%
Zn: ≤0.0005%

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

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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.

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

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Journal of medicinal chemistry, 52(23), 7410-7420 (2009-07-09)
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Hannah E Boycott et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(41), E3955-E3964 (2013-09-26)
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Antioxidants & redox signaling, 23(14), 1092-1105 (2014-10-30)
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Florian A Salomons et al.
Molecular and cellular biology, 29(7), 1774-1785 (2009-01-23)
Conditions causing an increase in misfolded or aberrant proteins can impair the activity of the ubiquitin/proteasome system (UPS). This observation is of particular interest, given the fact that proteotoxic stress is closely associated with a large variety of disorders. Although

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