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Merck
CN

04259

N-Ethylmaleimide

BioUltra, ≥99.0% (HPLC)

Synonym(s):

NEM

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About This Item

Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
Molecular Weight:
125.13
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
204-892-4
MDL number:
Beilstein/REAXYS Number:
112448
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product line

BioUltra

Quality Level

assay

≥99.0% (HPLC)

impurities

insoluble matter, passes filter test

ign. residue

≤0.05%

bp

210 °C (lit.)

mp

43-46 °C (lit.), 44-47 °C

solubility

methanol: 1 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤100 mg/kg

cation traces

Al: ≤5 mg/kg, Ba: ≤5 mg/kg, Bi: ≤5 mg/kg, Ca: ≤10 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Li: ≤5 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Mo: ≤5 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Sr: ≤5 mg/kg, Zn: ≤5 mg/kg

absorption

cut-off at 382 nm in methanol at 1 M

storage temp.

2-8°C

SMILES string

CCN1C(=O)C=CC1=O

InChI

1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3

InChI key

HDFGOPSGAURCEO-UHFFFAOYSA-N

Gene Information

Application

N-Ethylmaleimide (NEM) has been used:
  • to prepare NEM-modified myosin beads
  • to block unmodified free thiols in samples
  • as a supplement in IP lysis/wash buffer for in vitro SUMOylation assay

Reagent for the covalent modification of cysteine residues in proteins.

Biochem/physiol Actions

Sulfhydryl alkylating agent that inactivates NADP-dependent isocitrate dehydrogenase and many endonucleases.
Augments currents from native M-channels in sympathetic neurons and acts as an opener for KCNQ2, KCNQ4 and KCNQ5 channels.


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pictograms

Skull and crossbonesCorrosion

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

flash_point_f

163.2 °F - closed cup

flash_point_c

72.9 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Measuring the kinetic and mechanical properties of non-processive myosins using optical tweezers
Greenberg MJ, et al.
Methods in Molecular Biology, 483-509 (2017)
SUMOylation of periplakin is critical for efficient reorganization of keratin filament network
Gujrati M, et al.
Molecular Biology of the Cell, 30(3), 357-369 (2019)
Resin-assisted enrichment of thiols as a general strategy for proteomic profiling of cysteine-based reversible modifications
Jia Guo
Nature Protocols, 9(1), 64-75 (2014)



Global Trade Item Number

SKUGTIN
212970-50G04061832928678
212970-10G04061832928661
212970-1G04061826171202
04259-25G04061833416402
04259-5G04061838629296