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04260

N-Ethylmaleimide

Name: <I>N</I>-Ethylmaleimide
Brand: SIGMA

purum p.a., ≥99.0% (HPLC)

Synonym(s):

NEM

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About This Item

Empirical Formula (Hill Notation):

C₆H₇NO₂

CAS Number:

128-53-0

Molecular Weight:

125.13

NACRES:

NA.26

PubChem Substance ID:

329747901

UNSPSC Code:

12352209

EC Number:

204-892-4

MDL number:

MFCD00005509

Beilstein/REAXYS Number:

112448

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Properties

grade

purum p.a.

Quality Level

200

assay

≥99.0% (HPLC)

ign. residue

≤0.05%

bp

210 °C (lit.)

mp

43-46 °C

anion traces

chloride (Cl^-): ≤50 mg/kg, sulfate (SO₄^2-): ≤100 mg/kg

cation traces

Ca: ≤50 mg/kg, Cd: ≤50 mg/kg, Co: ≤50 mg/kg, Cu: ≤50 mg/kg, Fe: ≤50 mg/kg, K: ≤100 mg/kg, Na: ≤100 mg/kg, Ni: ≤50 mg/kg, Pb: ≤50 mg/kg, Zn: ≤50 mg/kg

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

human ... SLC6A3(6531), SLC6A4(6532)

Description

Application

N-Ethylmaleimide has been used to measure low molecular weight thiols bound to plasma proteins.

Reagent for the covalent modification of cysteine residues in proteins.

Biochem/physiol Actions

Augments currents from native M-channels in sympathetic neurons and acts as an opener for KCNQ2, KCNQ4 and KCNQ5 channels.

Sulfhydryl alkylating agent that inactivates NADP-dependent isocitrate dehydrogenase and many endonucleases.

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pictograms

GHS06,GHS05

signalword

Danger

hcodes

H300,H311,H314,H317

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

pcodes

P260 - P272 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

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Plasma protein thiolation index (PTI) as a biomarker of thiol-specific oxidative stress in haemodialyzed patients.

Colombo G, et al.

Free Radical Biology & Medicine, 89, 443-451 (2015)

Mapping of sites facing aqueous environment of voltage-gated proton channel at resting state: a study with PEGylation protection.

Tatsuki Kurokawa et al.

Biochimica et biophysica acta, 1838(1 Pt B), 382-387 (2013-10-22)

Hv1 (also named, voltage-sensor only protein, VSOP) lacks an authentic pore domain, and its voltage sensor domain plays both roles in voltage sensing and proton permeation. The activities of a proton channel are intrinsic to protomers of Hv1, while Hv1

Efficacy as an intrinsic property of the M(2) muscarinic receptor in its tetrameric state.

Dar'ya S Redka et al.

Biochemistry, 52(42), 7405-7427 (2013-09-21)

Muscarinic and other G protein-coupled receptors exhibit an agonist-specific heterogeneity that tracks efficacy and commonly is attributed to an effect of the G protein on an otherwise homogeneous population of sites. To examine this notion, M2 muscarinic receptors were purified

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93598-100MG	04061833282946
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8048120100	04022536386492
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