| Size | Price | Stock | Qty |
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| 50mg |
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| 100mg |
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| 250mg |
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| 500mg |
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| 1g |
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Purity: ≥98%
N-Ethylmaleimide (also known as NEM) is a naturally occurring biochemical substance that is produced from maleic acid. The mechanism of action of this irreversible inhibitor of cysteine peptidases is to alkylate the enzymes at the thiol group. Enzymes called cysteine proteases, or thiol proteases, break down proteins. A catalytic triad or dyad comprising a nucleophilic cysteine thiol is the common catalytic mechanism between them. Cysteine proteases are found in many fruits, such as kiwifruit, papaya, pineapple, and figs. When fruit is not fully ripe, the amount of protease in it usually increases. Indeed, cysteine proteases have been found in dozens of latices belonging to various plant families. Meat tenderizers include cysteine proteases as an ingredient.
| Targets |
prolyl endopeptidase (IC50 = 6.3 μM)
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|---|---|
| ln Vitro |
N-Ethylmaleimide (20 μM;30 min) prevents the phosphorylation of Akt Ser-473, Akt Thr-308, p70S6K, ribosomal protein S6, 4E-BP1, eIF4E, BAD, and FKHR-L1[2].
N-Ethylmaleimide (20 μM;30 min) affects conversion of pro-caspase-3 in vascular smooth muscle cells[2]. N-Ethylmaleimide (20 μM;6 h) induces apoptosis in vascular smooth muscle cells[2]. N-Ethylmaleimide (20 μM;30 min) has an impact on ROS production and PP2A activity in vascular smooth muscle cells[2]. |
| ln Vivo |
N-Ethylmaleimide (10 mg/kg; i.h.) increases the prevalence situation in mice with acute gastric ulcers[3].
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| Cell Assay |
Cell lysates are prepared in Pierce IP Lysis Buffer, which contains protease inhibitors, phosphatase inhibitors, and the deubiquitinating inhibitor N-Ethylmaleimide (NEM, 10mM), in order to facilitate endogenous protein immunoprecipitation. The lysate supernatant is first incubated for 14 hours at 4 °C with a primary antibody, and then it is combined with Dynabeads Protein G magnetic beads and left to rotate for 4 hours at 4 °C. After using a magnetic separation rack to separate the magnetic bead-Ab complex, PBST buffer is used three times to wash the beads. The complex-bound beads are resuspended in 1x protein electrophoresis loading buffer and heated to 100 °C for 8 minutes, after which the supernatant is collected for SDS-PAGE analysis. Before preparing cell lysates for exogenous protein immunoprecipitation, cells are transfected for 48 hours. Antibody against mouse IgG is used in parallel to prepare the negative control.
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| Animal Protocol |
Male Sprague-Dawley rats
10 mg/kg s.c. |
| References | |
| Additional Infomation |
N-ethylmaleimide is a member of the class of maleimides that is the N-ethyl derivative of maleimide. It has a role as an EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor, an EC 2.7.1.1 (hexokinase) inhibitor, an EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor and an anticoronaviral agent. It is functionally related to a maleimide.
A sulfhydryl reagent that is widely used in experimental biochemical studies. |
| Molecular Formula |
C6H7NO2
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|---|---|---|
| Molecular Weight |
125.13
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| Exact Mass |
125.047
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| Elemental Analysis |
C, 57.59; H, 5.64; N, 11.19; O, 25.57
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| CAS # |
128-53-0
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| Related CAS # |
N-Ethylmaleimide-d5;360768-37-2
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| PubChem CID |
4362
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| Appearance |
White to light yellow solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
210.0±9.0 °C at 760 mmHg
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| Melting Point |
43-46 °C(lit.)
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| Flash Point |
73.3±0.0 °C
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| Vapour Pressure |
0.2±0.4 mmHg at 25°C
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| Index of Refraction |
1.514
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| LogP |
0.68
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
2
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
9
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| Complexity |
166
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O=C1C([H])=C([H])C(N1C([H])([H])C([H])([H])[H])=O
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| InChi Key |
HDFGOPSGAURCEO-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3
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| Chemical Name |
1-ethylpyrrole-2,5-dione
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| Synonyms |
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
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| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (16.62 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (16.62 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (16.62 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. Solubility in Formulation 4: 100 mg/mL (799.17 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 7.9917 mL | 39.9584 mL | 79.9169 mL | |
| 5 mM | 1.5983 mL | 7.9917 mL | 15.9834 mL | |
| 10 mM | 0.7992 mL | 3.9958 mL | 7.9917 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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