04259

N-Ethylmaleimide

BioUltra, ≥99.0% (HPLC)

• Synonym(s): NEM
• Empirical Formula (Hill Notation): C₆H₇NO₂
• CAS Number: 128-53-0
• Molecular Weight: 125.13
• NACRES: NA.26
• PubChem Substance ID: 329747899
• UNSPSC Code: 12352106
• EC Number: 204-892-4
• MDL number: MFCD00005509
• Beilstein/REAXYS Number: 112448

Properties

• product line: BioUltra
• Quality Segment: 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
• signalword: Danger
• hcodes: H300,H311,H314,H317
• pcodes: 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: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• 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