04259

N-Ethylmaleimide

BioUltra, ≥99.0% (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: 329747899
• NACRES: NA.26

Properties

• product line: BioUltra
• Quality Level: 200
• Assay: ≥99.0% (HPLC)
• impurities: insoluble matter, passes filter test
• ign. residue: ≤0.05%
• bp: 210 °C (lit.)
• mp: 43-46 °C (lit.); 44-47 °C
• solubility: methanol: 1 M at 20 °C, clear, colorless
• anion traces: chloride (Cl^-): ≤50 mg/kg; sulfate (SO₄^2-): ≤100 mg/kg
• cation traces: Al: ≤5 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• absorption: cut-off at 382 nm in methanol at 1 M
• 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 ... SLC6A3(6531) , SLC6A4(6532)

Description

Application

N-Ethylmaleimide (NEM) has been used:

• to prepare NEM-modified myosin beads
• to block unmodified free thiols in samples
• as a supplement in IP lysis/wash buffer for in vitro SUMOylation assay

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.

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