E3876

N-Ethylmaleimide

crystalline, ≥98% (HPLC)

• 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
• UNSPSC Code: 12352106
• PubChem Substance ID: 24278420
• NACRES: NA.21

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• Assay: ≥98% (HPLC)
• form: crystalline
• storage condition: (Tightly closed. Dry. Keep in a well-ventilated place. )
• technique(s): activity assay: suitable; co-immunoprecipitation (co-IP): suitable; immunoblotting: suitable
• color: white to faint yellow
• bp: 210 °C (lit.)
• mp: 43-46 °C (lit.)
• solubility: ethanol: 50 mg/mL, clear to slightly hazy, colorless to faint yellow or tan
• suitability: suitable for Western blot
• application(s): life science and biopharma
• 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)

Description

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.

Other Notes

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Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H300,H311,H314,H317
• Precautionary Statements: P260 - P272 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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