NorrChemica™
N-Ethylmaleimide (NEM)
CAS: 128-53-0
≥97%
N-Ethylmaleimide (NEM) | CAS: 128-53-0 | ≥97%
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Technical Specifications
| CAS Number | 128-53-0 |
| EC / EINECS Number | 204-892-4 |
| MDL Number | MFCD00005509 |
| RTECS Number | UX9625000 |
| SMILES | CCN1C(=O)C=CC1=O |
| InChI | InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3 |
| InChIKey | HDFGOPSGAURCEO-UHFFFAOYSA-N |
| PubChem CID | 4362 |
| Molecular Formula | C₆H₇NO₂ |
| Molecular Weight | 125.13 g/mol |
| Melting Point | 44–47 °C |
| Solubility | Soluble in ethanol, methanol, and DMSO. Soluble in water, but aqueous solutions are unstable (hydrolyses). |
| Purity | ≥97% |
| Physical Form | White to off-white crystalline powder |
| HS Code | 2925.19 |
| Shelf Life | Retest period: 24 months from date of manufacture |
| Storage Conditions | Store refrigerated (2–8 °C) in a tightly sealed container under inert gas, protected from light and moisture. |
Product Description & Scientific Applications
N-Ethylmaleimide (NEM) is a sulfhydryl-alkylating reagent historically used to chemically modify cysteine residues in proteins. It reacts with cysteine thiols by nucleophilic addition, a pathway that is faster and more specific than the thioether-forming displacement chemistry of iodoacetamide. NEM is membrane-permeable and available in a radiolabeled form, allowing intracellular and extracellular cysteines to be probed.
Applications
- Cysteine-scanning mutagenesis: In membrane-transporter studies, alkylation of an accessible cysteine mutant by the small, relatively hydrophobic NEM signals that the substituted position lies within the substrate translocation pathway.
- Signal-transduction mapping: Treating the G-protein with NEM blocks its light-induced binding to rhodopsin, letting researchers map cysteines required for this interaction.
- Photoenol Diels–Alder ligation: As an electron-poor dienophile, NEM undergoes a UV-triggered Diels–Alder reaction with a photoenol, part of a dual-gated ligation.
- Radiolabelled tracking: Tritiated NEM follows the time course of cysteine labelling, monitoring incorporation by liquid-scintillation counting.
- Cofactor-assembly block: Equimolar NEM treatment of the sensor protein NreB prevents its reconstitution.
Shipping Destinations
- EU & UK & EFTA countries only: Priority delivery, 2–5 business days. Classified as dangerous goods — shipping restrictions apply.
Safety Information
| GHS Pictograms |
|
| Signal Word | Danger |
| Hazard Class | DG, UN 2928, Class 6.1, PG II |
| Transport Category | Class 6.1, PG II (ADR/IATA/IMDG) |
| H-Statements | H300 - H311 - H314 - H317 |
| P-Statements | P280 - P301+P330+P331 - P303+P361+P353 - P305+P351+P338 - P310 |
