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| | N-Ethylmaleimide Basic information |
| | N-Ethylmaleimide Chemical Properties |
| Melting point | 43-46 °C(lit.) | | Boiling point | 210 °C(lit.) | | density | 1.2500 (rough estimate) | | refractive index | 1.4430 (estimate) | | Fp | 73 °C | | storage temp. | 2-8°C | | solubility | methanol: 1 M at 20 °C, clear, colorless | | pka | -2.18±0.20(Predicted) | | form | Crystalline Powder | | color | White to off-white | | Water Solubility | 1 g/L (20 ºC) | | Sensitive | Light Sensitive | | Merck | 14,3822 | | BRN | 112448 | | Stability: | Stable. Combustible. Incompatible with strong oxidizing agents. Refrigerate. | | InChIKey | HDFGOPSGAURCEO-UHFFFAOYSA-N | | CAS DataBase Reference | 128-53-0(CAS DataBase Reference) | | NIST Chemistry Reference | 1H-pyrrole-2,5-dione, 1-ethyl-(128-53-0) | | EPA Substance Registry System | N-Ethylmaleimide (128-53-0) |
| | N-Ethylmaleimide Usage And Synthesis |
| Chemical Properties | White solid | | Uses | Reagent for the covalent modification of cysteine residues in proteins.
NEM gives a clear solution in ethanol at 50 mg/ml. NEM dissolves in water (>50 mg in 4 ml); however, aqueous solutions are unstable. The rate of hydrolysis is pseudo-first order and significantly dependent on pH. | | Uses | In cancer research (possible antimitotic activity.) | | Uses | N-Ethylmaleimide is a protein thiol modifier which inhibits apoptotic DNA fragmentation. It is a sulfhydryl reagent and finds application in experimental biochemical studies as well as in enzymology. It is involved in the modification of cysteine residues in proteins and peptides. It acts as a Michael acceptor and reacts with nucelophiles like thiols. It is employed in the inhibition of Mg2+ dependent internucleosomal DNA fragmentation. | | Definition | ChEBI: 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. | | Hazard | Lachrymator when liquid, a strong irritant. | | Biochem/physiol Actions | Augments currents from native M-channels in sympathetic neurons and acts as an opener for KCNQ2, KCNQ4 and KCNQ5 channels. | | Safety Profile | Poison by
intraperitoneal route. Human mutation data
reported. Vapors are hlghly irritating. When
heated to decomposition it emits toxic
fumes of NOx. |
| | N-Ethylmaleimide Preparation Products And Raw materials |
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