N-Ethylmaleimide (NEM) is a reagent for alkylation of free sulfhydryl groups, a cysteine protease inhibitor used in experimental biochemistry. N-Ethylmaleimide is also a deubiquitinating enzyme inhibitor that specifically inhibits phosphate transport in mitochondria.
Cas No. 128-53-0
Other Forms of N-Ethylmaleimide:
N-Ethylmaleimide-D5TMID-0858360768-37-2
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Purity:99.91%
Color:White
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Product Information
N-Ethylmaleimide AI Summary
N-Ethylmaleimide exhibits a diverse range of bioactivities and inhibitory effects across multiple biological targets and systems. It inhibits N8-Acetylspermidine deacetylase from rat liver cytosol with a Ki value of 860,000 nM, human MAP-B with a half time of 8 hours at 0.8 mM, wild type HIV YU2 gp120 binding to CD4 with an IC50 of 3220 nM, and human MGL and FAAH with IC50 values of 16600 nM and 35% inhibition at 1 mM respectively, indicating potential roles in the endocannabinoid system and lipid metabolism. It also demonstrates inhibitory activity against AHAT and various enzymes such as thymidylate synthetase, Pantoea ananatis lycopene cyclase, and glycerol 3-phosphate acyltransferase in Spodoptera frugiperda Sf9 cells and human recombinant MEST enzymes. Additionally, N-Ethylmaleimide shows significant cytotoxicity against human cancer cell lines (MCF7, H460, SF268) with GI50 values between 6.5 and 9.9 µg/mL and antifungal activity with MICs ranging from 3.9 to 62.5 µg/mL. It exhibits gastroprotective effects in Swiss albino mice when administered orally (10 mg/kg) or subcutaneously, reducing HCl/EtOH-induced gastric lesions. Furthermore, it inhibits dopamine uptake at rat brain DAT with an IC50 of 46773.51 nM and exhibits cysteine reactivity with a second-order rate constant of 3750 /M/s. N-Ethylmaleimide also displays various activities impacting virology, splicing, enzymatic pathways, and cancer resistance, showing moderate activity against drug-resistant KBV1 cells over normal KB-3-1 cells. Its broad-spectrum bioactivities indicate promising potential for various therapeutic applications..
Note: Summary generated by AI. Data source: ChEMBL
Bioactivity
Description
N-Ethylmaleimide (NEM) is a reagent for alkylation of free sulfhydryl groups, a cysteine protease inhibitor used in experimental biochemistry. N-Ethylmaleimide is also a deubiquitinating enzyme inhibitor that specifically inhibits phosphate transport in mitochondria.
METHODS: Growth-arrested VSMC cells were treated with N-Ethylmaleimide (20 µM) and PDGF-BB (20 ng/mL) for 5 min - 2 h, and the expression levels of target proteins were detected by Western Blot. RESULTS: N-Ethylmaleimide inhibited PDGF BB-stimulated Akt phosphorylation. [1] METHODS: Jurkat T cells were treated with N-Ethylmaleimide (3-100 µM) for 1-20 min, and target protein expression levels were detected by immunoblots. RESULTS: Treatment of intact cells with 50-100 µM N-Ethylmaleimide for 5-10 min resulted in a significant increase in tyrosine residue phosphorylation. [2]
In vivo
METHODS: To examine the potential enhancement of sleep properties induced by alprazolam (Alp), N-Ethylmaleimide (1 mg/kg, 1% CMC-Na) and Alp (1.84 mg/kg, 1% CMC-Na) were administered by gavage to C57BL/6J mice. RESULTS: Combined administration of Alp and NEM significantly reduced sleep latency and prolonged sleep duration compared with Alp alone. This effect was characterized by a significant increase in REM duration. [3]
Synonyms
NEM, Ethylmaleimide, 1-Ethyl-1H-pyrrole-2,5-dione
Chemical Properties
Molecular Weight
125.13
Formula
C6H7NO2
Cas No.
128-53-0
Smiles
C(C)N1C(=O)C=CC1=O
Relative Density.
1.207 g/cm3
Storage & Solubility Information
Storage
Keep away from direct sunlight, Pure form: -20°C for 3 years | In solvent: -80°C for 1 year Shipping with blue ice/Shipping at ambient temperature.
Solubility Information
DMSO: 237.5 mg/mL (1898.03 mM), Sonication is recommended.
H2O: 50 mg/mL (399.58 mM), Sonication and heating are recommended.
Please add the solvents sequentially, clarifying the solution as much as possible before adding the next one. Dissolve by heating and/or sonication if necessary. Working solution is recommended to be prepared and used immediately. The formulation provided above is for reference purposes only. In vivo formulations may vary and should be modified based on specific experimental conditions.
Solution Preparation Table
H2O/DMSO
1mg
5mg
10mg
50mg
1 mM
7.9917 mL
39.9584 mL
79.9169 mL
399.5844 mL
5 mM
1.5983 mL
7.9917 mL
15.9834 mL
79.9169 mL
10 mM
0.7992 mL
3.9958 mL
7.9917 mL
39.9584 mL
20 mM
0.3996 mL
1.9979 mL
3.9958 mL
19.9792 mL
50 mM
0.1598 mL
0.7992 mL
1.5983 mL
7.9917 mL
100 mM
0.0799 mL
0.3996 mL
0.7992 mL
3.9958 mL
Note : The dilution table applies only to solid products. For liquid products, please calculate the stock solution based on the stated concentration and/or density.
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In Vivo Formulation Calculator (Clear solution)
Please enter your animal experiment information in the following box and click Calculate to obtain the stock solution preparation method and in vivo formula preparation method:
For example, if the intended dosage is 10 mg/kg for animals weighing 20 g , with a dosing volume of 100 μL per animal, and a total of 10 animals are to be administered, using a formulation of 10% DMSO+ 40% PEG300+ 5% Tween 80+ 45% Saline/PBS/ddH2O , the resulting working solution concentration would be 2 mg/mL.
Stock Solution Preparation:
Dissolve 2 mg of the compound in 100 μL DMSO
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