N-Ethylmaleimide

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Chemical Structure| 128-53-0 同义名 : N-乙基顺丁烯二酰亚胺 ;NEM;NSC 7638
CAS号 : 128-53-0
货号 : A175883
分子式 : C6H7NO2
纯度 : 97%
分子量 : 125.13
MDL号 : MFCD00005509
存储条件：

Pure form Keep in dark place,Inert atmosphere,2-8°C

In solvent -20°C:3-6个月-80°C:12个月
溶解度 :

DMSO: 50 mg/mL(399.58 mM)，配合低频超声助溶，注意：DMSO长时间开封后，会吸水并导致溶解能力下降，请避免使用长期开封的DMSO

H2O: 50 mg/mL(399.58 mM)，配合低频超声助溶

无水乙醇: 12 mg/mL(95.9 mM)，配合低频超声助溶，注意：无水乙醇开封后，易挥发，也会吸收空气中的水分，导致溶解能力下降，请避免使用开封较久的乙醇
动物实验配方：
生物活性
描述 N-Ethylmaleimide (NEM), a reagent that alkylates free sulfhydryl groups, is a cysteine protease inhibitor[2]. N-ethylmaleimide (NEM) was shown to be a highly effective inhibitor of the following coupled mitochondrial processes: oxidative phosphorylation, ATP-32Pi exchange, Pi-induced light scattering and configurational changes, State III respiration, valinomycin-induced translocation of potassium with Pi as the anion, and calcium accumulation in presence of Pi. Also NEM, even et levels 2-3 times greater than those required to inhibit oxidative phosphorylation in intact mitochondria, did not inhibit coupled processes in submitochondrial particles[3]. When D. salina thylakoid membranes are treated with N-ethylmaleimide, both photophosphorylation and the inducible CF1 ATPase activity are partially (approx. 60%) inhibited. Treatment of the purified, latent, D. salina CF1 with low concentrations of N-ethylmaleimide also results in the partial (approx. 60%) inhibition of the inducible ATPase activity (IC50 approximately 50 mM). N-ethylmaleimide-induced inhibition of the ATPase activity of either membrane-bound or solubilized CF1 is partially reversed by either prolonged incubation at low concentrations of N-ethylmaleimide or short incubation times at high concentrations of N-ethylmaleimide[4].
*该产品中的马来酰亚胺基团在碱性水溶液中会发生水解形成开环的马来酸酰胺衍生物，会影响生物学活性，例如无法和巯基形成共价硫醚键，影响和生物大分子的连接，建议现配现用，避免在水溶液中长期保存，可在中性或弱酸性水溶液中低温保存，反应时控制弱酸环境[5][6]。
实验方案
1mg 5mg 10mg

1 mM

5 mM

10 mM

7.99mL

1.60mL

0.80mL

39.96mL

7.99mL

4.00mL

79.92mL

15.98mL

7.99mL
参考文献

[2]Wu KH, Tai PC. Cys32 and His105 are the critical residues for the calcium-dependent cysteine proteolytic activity of CvaB, an ATP-binding cassette transporter. J Biol Chem. 2004 Jan 9;279(2):901-9

[3]Specific inhibition of phosphate transport in mitochondria by N-ethylmaleimide

[4]Selman-Reimer S, Duhe RJ, Selman BR. N-Ethylmaleimide inhibition of the catalytic activities of the Dunaliella salina coupling factor 1 (CF1) and the restoration of the inhibition of the CF1 ATPase activity by N-ethylmaleimide. Biochim Biophys Acta. 1985 Dec 16;810(3):325-31

[5]Lyon RP, Setter JR, Bovee TD, Doronina SO, Hunter JH, Anderson ME, Balasubramanian CL, Duniho SM, Leiske CI, Li F, Senter PD. Self-hydrolyzing maleimides improve the stability and pharmacological properties of antibody-drug conjugates. Nat Biotechnol. 2014 Oct;32(10):1059-62.

[6]Knight P. Hydrolysis of p-NN'-phenylenebismaleimide and its adducts with cysteine. Implications for cross-linking of proteins. Biochem J. 1979 Apr 1;179(1):191-7.