Molecular structure of N-Ethylmaleimide, CAS Number: 128-53-0
N-Ethylmaleimide (CAS 128-53-0)
See product citations (19)
Alternate Names:
1-Ethyl-1H-pyrrole-2,5-dione; NEM
Application:
N-Ethylmaleimide is a protein thiol modifier which inhibits apoptotic DNA fragmentation
CAS Number:
128-53-0
Purity:
≥98%
Molecular Weight:
125.13
Molecular Formula:
C6H7NO2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Product Citations
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
N-Ethylmaleimide (NEM) is an electrophilic small molecule, used in biological research to alkylate and covalently modify nucleophilic thiol residues on proteins. Covalent modification of the active-site thiol residue of cysteine proteases ablates enzyme function. N-Ethylmaleimide also demonstrates inhibition of Mg2+-dependent internucleosomal DNA fragmentation, a defining occurrence of the apoptotic pathway. Other thiophilic species such as Hg2+ and Cd2+ inhibit fragmentation as well, indicating that a thiol moiety is for this degradation to occur. NADP-dependent isocitrate dehydrogenase in yeast is disabled by N-Ethylmaleimide, showing alkylation of a cysteine residue followed by a slower alkylation of a lysine residue on the enzyme. N-Ethylmaleimide is an activator of PLA2.
N-Ethylmaleimide (CAS 128-53-0) References
- The mitochondrial p55 accessory subunit of human DNA polymerase gamma enhances DNA binding, promotes processive DNA synthesis, and confers N-ethylmaleimide resistance. | Lim, SE., et al. 1999. J Biol Chem. 274: 38197-203. PMID: 10608893
- N-Ethylmaleimide inhibits platelet-derived growth factor BB-stimulated Akt phosphorylation via activation of protein phosphatase 2A. | Yellaturu, CR., et al. 2002. J Biol Chem. 277: 40148-55. PMID: 12171932
- Okadaic acid inhibition of KCl cotransport. Evidence that protein dephosphorylation is necessary for activation of transport by either cell swelling or N-ethylmaleimide. | Jennings, ML. and Schulz, RK. 1991. J Gen Physiol. 97: 799-817. PMID: 1647439
- Detection of glutathione in whole blood after stabilization with N-ethylmaleimide. | Giustarini, D., et al. 2011. Anal Biochem. 415: 81-3. PMID: 21545786
- Analysis of GSH and GSSG after derivatization with N-ethylmaleimide. | Giustarini, D., et al. 2013. Nat Protoc. 8: 1660-9. PMID: 23928499
- Purification of an N-ethylmaleimide-sensitive protein catalyzing vesicular transport. | Block, MR., et al. 1988. Proc Natl Acad Sci U S A. 85: 7852-6. PMID: 3186695
- Intramitochondrial phospholipase activity and the effects of Ca2+ plus N-ethylmaleimide on mitochondrial function. | Pfeiffer, DR., et al. 1979. J Biol Chem. 254: 11485-94. PMID: 40983
- Modulation of Ca2+ channels by PTX-sensitive G-proteins is blocked by N-ethylmaleimide in rat sympathetic neurons. | Shapiro, MS., et al. 1994. J Neurosci. 14: 7109-16. PMID: 7525895
- DNA cleavage in rat liver nuclei activated by Mg2+ or Ca2+ + Mg2+ is inhibited by a variety of structurally unrelated inhibitors. | Cain, K., et al. 1994. Biochem Cell Biol. 72: 631-8. PMID: 7654337
- N-ethylmaleimide profiling of yeast NADP-dependent isocitrate dehydrogenase. | Huang, YC., et al. 1995. Arch Biochem Biophys. 316: 485-92. PMID: 7840654
- N-ethyl maleimide stimulates arachidonic acid release through activation of the signal-responsive phospholipase A2 in endothelial cells. | Neve, EP., et al. 1995. Biochem Pharmacol. 49: 57-63. PMID: 7840783
- Multi-step DNA cleavage in rat liver nuclei is inhibited by thiol reactive agents. | Cain, K., et al. 1995. FEBS Lett. 358: 255-61. PMID: 7843412
- Structural features which control folding of homologous proteins in cell-free translation systems. The effect of a mitochondrial-targeting presequence on aspartate aminotransferase. | Mattingly, JR., et al. 1993. J Biol Chem. 268: 26320-7. PMID: 8253754
- The characterization of glutathione S-transferases from rat olfactory epithelium. | Banger, KK., et al. 1993. Biochem J. 290 (Pt 1): 199-204. PMID: 8439289
- Determination of hydrogen sulfide with 5,5'-dithiobis-(2-nitrobenzoic acid), N-ethylmaleimide, and parachloromercuribenzoate. | Nashef, AS., et al. 1977. Anal Biochem. 79: 394-405. PMID: 869184
Inhibitor of:
α-defensin 6, β-1,3-Gal-T2, β-1,4-Gal-T2, β-defensin 108B, γ-SNAP, 2610029I01Rik, 3-Hydroxybutyrate Dehydrogenase, Acetyl-CoA Synthetase, ACO2, AGXT2, Allophycocyanin, Amisyn, ATAD4, ATP10B, ATP11B, ATP13A1, ATP13A5, ATP8A1, ATPase, AUP1, BAIAP3, band 3, Bet1, BLM hydrolase, Bpifb9a, CAPS1, CAT-3, CBR4, CCDC115, Ces1d, CHIC2, Chondroitinase, CLPSL1, Complexin-2, CRTAP, CTAGE4, CTAGE9, cystatin C, D030016E14Rik, DNA Ligase III, DNA pol ζ, dsg1β, EAT-4, ECHDC1, EG408191, EG435376, EG619597, EG665956, GFP, GGA3, GLYAT, GLYATL2, GPx-3, Grx2, Grx5, GRXCR1, Gstp2, Gulo, HAGHL, HECTD2, Hen Egg Lysozyme, Hint3, ICK, Intersectin-2, IRG1, IscU1, IscU2, Kell, Keratin 26, Keratin 71, KLHDC8B, KRTAP12-2, KRTAP2-2, Krtap31-1, KRTAP4-5, KRTAP5-2, L-Malate Dehydrogenase, Legumain, LENG4, LLGL4, LOC728369, LOC728393, LOC728400, Mcsp, mCST E2, MDH2, ME2, Morc2b, MRCL3, Munc13-3, MUP10, MUP4, MUP5, MUP6, Myosin Vb, NAG-2, NAPB, NFS1, NSF, Obp1b, Olfr3, Olfr32, Olfr355, Olfr44, OR2T27, OTUD7A, PANK1, PAP-2a, Papain, PAPST1, PC-PLD1, PDIR, PGAM4, Phosphogluco-mutase, PITPα, Pma1p, POLR3A, PPA2, PPIAL4C, PPIAL4G, PRX VI, rBAT, RDH1, RDH10, RDH11, RDH19, RDH7, Rim1, RNF113A, RPE, RSC1A1, SCAMP2, SCRN1, SCRN2, Sec1, Selenoprotein M, SENP (SUMO specific peptidase), SENP2, SerpinA3g, SF4, SLC41A3, Smt3, SNAP 23, SNAP 25, SNAP47, Snurportin-1, spectrin, SPTRX-3, Sso1, Sso2, STAMBP, stefin A2, STEP, SUMF1, Synaptoporin, Synaptotagmin I, Synaptotagmin IX, Synaptotagmin X, syncollin, Syntaxin (STX), Syntaxin 1, Syntaxin 11, Syntaxin 12, Syntaxin 16, Syntaxin 1B, Syntaxin 2, Syntaxin 4, Syntaxin 7, TBG, Testisin, TGase1, Tmed11, TMEM213, Transaldolase, Transcobalamin II, TXNDC1, TXNDC16, UBTD2, UGP2, Unc18-2, Urm1, USO1 (vesicle transport factor; p115), USP10, USP44, USP50, v-SNARE Ykt6p, VAMP-1, VAMP-5, VAT1, VHX, Vmn2r36, Vmn2r62, Vmn2r69, Vmn2r82, ZCSL3, ZFYVE27, and ZIP3.Activator of:
α-Adaptin, α-SNAP, β-Mercaptoethanol, 4930524E20Rik, Abin-3, ACP1, AFG3L1, ARL8, ATP6E1, ATPBD3, AVL9, BC003883, BC024139, Bpifb9b, BTN1A1, CCDC132, CD300E, Cdc23, COX5b, CPD, cystatin 11, cystatin 9, DDX51, DIC, DNA pol γ, DnaJC6, EG368203, EG408191, EG433102, EXOD1, GBF1, GGL, GOLGA6C, GOLGA8J, golgin 45, HELIC2, His-probe, Horseradish Peroxidase, HtrA, Importin-12, KCC1, KCC2b, KCC3, KCC4, Kell, Keratin 74, KIAA0776, MAP7D3, Meprin Aβ, Myosin Ie, NACAD, NCX2, Oatp-Y, OR5D14, OTUD2, PACE4, PAPSS 1, PIPK II β, PLA2, PMS1, PUS4_TRUB1, RB3, RNF181, Rslcan-8, Sar1, Sar1a, Sec24D, Sec31B, Sec6, SENP8, SerpinA1b, SerpinA1d, SerpinB1b, Serpinb3b, SerpinB9g, Sialin, Slc16a5, SLC25A11, Syntaxin 17, Syntaxin 18, t-SNARE 1, T1-cadherin, TGaseZ, TI-VAMP, TMEM158, TTC21B, UBE2CBP, UBE2D2, UBE2QL1, Ubie3, UFD2, UFM1, USP17L29, USP3, USP32, USP48, USP54, V-ATPase A2, VAM1, VAMP-2, VAMP-5, ZDHHC12, and ZDHHC9.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
N-Ethylmaleimide, 1 g | sc-202719A | 1 g | $22.00 | |||
N-Ethylmaleimide, 5 g | sc-202719 | 5 g | $68.00 | |||
N-Ethylmaleimide, 25 g | sc-202719B | 25 g | $210.00 | |||
N-Ethylmaleimide, 100 g | sc-202719C | 100 g | $780.00 | |||
N-Ethylmaleimide, 250 g | sc-202719D | 250 g | $1880.00 |