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E3876

Sigma-Aldrich

N-Ethylmaleimide

crystalline, ≥98% (HPLC)

Synonym(s):

NEM

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5 G
$86.30
25 G
$244.00
100 G
$735.00

$86.30

Estimated to ship onMarch 29, 2025

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5 G
$86.30
25 G
$244.00
100 G
$735.00

About This Item

Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
128-53-0
Molecular Weight:
125.13
Beilstein/REAXYS Number:
112448
EC Number:
204-892-4
MDL number:
MFCD00005509
UNSPSC Code:
12352106
PubChem Substance ID:
24278420
NACRES:
NA.21

$86.30

Estimated to ship onMarch 29, 2025

Request a Bulk Order

biological source

synthetic (organic)

Quality Level

200

assay

≥98% (HPLC)

form

crystalline

storage condition

(Tightly closed. Dry. Keep in a well-ventilated place. )

technique(s)

activity assay: suitable
co-immunoprecipitation (co-IP): suitable
immunoblotting: suitable

color

white to faint yellow

bp

210 °C (lit.)

mp

43-46 °C (lit.)

solubility

ethanol: 50 mg/mL, clear to slightly hazy, colorless to faint yellow or tan

suitability

suitable for Western blot

application(s)

life science and biopharma

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 ... KCNQ2(3785) , KCNQ4(9132) , KCNQ5(56479) , SLC6A3(6531) , SLC6A4(6532)

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Application

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.

Preparation Note

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.

Other Notes

For additional information on our range of Biochemicals, please complete this form.

comparable product

Product No.
Description
Pricing

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

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

wgk_germany

WGK 3

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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Certificates of Analysis (COA)

Lot/Batch Number
0000414831
0000414831
0000407415
0000407415
0000391608

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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
Nicolas Matuszak et al.
Journal of medicinal chemistry, 52(23), 7410-7420 (2009-07-09)
The endocannabinoid 2-arachidonoylglycerol (2-AG) plays a major role in many physiological processes, and its action is quickly terminated via enzymatic hydrolysis catalyzed by monoglyceride lipase (MGL). Regulating its endogenous level could offer therapeutic opportunities; however, few selective MGL inhibitors have
Hannah E Boycott et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(41), E3955-E3964 (2013-09-26)
Atrial myocytes are continuously exposed to mechanical forces including shear stress. However, in atrial myocytes, the effects of shear stress are poorly understood, particularly with respect to its effect on ion channel function. Here, we report that shear stress activated
Julia Kuligowski et al.
Talanta, 127, 181-190 (2014-06-11)
Liquid chromatography-mass spectrometry (LC-MS) has been increasingly used in biomedicine to study the dynamic metabolomic responses of biological systems under different physiological or pathological conditions. To obtain an integrated snapshot of the system, metabolomic methods in biomedicine typically analyze biofluids
Florian A Salomons et al.
Molecular and cellular biology, 29(7), 1774-1785 (2009-01-23)
Conditions causing an increase in misfolded or aberrant proteins can impair the activity of the ubiquitin/proteasome system (UPS). This observation is of particular interest, given the fact that proteotoxic stress is closely associated with a large variety of disorders. Although
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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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