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692905

Sigma-Aldrich

N-Ethyl-d5-maleimide

99 atom % D, 98% (CP)

Synonym(s):

NEM (ethyl-d5)

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About This Item

Empirical Formula (Hill Notation):
C6D5H2NO2
CAS Number:
360768-37-2
Molecular Weight:
130.16
MDL number:
MFCD06658755
UNSPSC Code:
12352005
PubChem Substance ID:
329761540
NACRES:
NA.13

isotopic purity

99 atom % D

Quality Level

200

Assay

98% (CP)

form

powder

mp

43-46 °C (lit.)

mass shift

M+5

storage temp.

2-8°C

SMILES string

[2H]C([2H])([2H])C([2H])([2H])N1C(=O)C=CC1=O

InChI

1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3/i1D3,2D2

InChI key

HDFGOPSGAURCEO-ZBJDZAJPSA-N

General description

N-Ethyl-d5-maleimide is a deuterated isotope analog of N-ethymaleimide, wherein methylene and methyl protons are replaced by deuterium.

Application

N-Ethyl-d5-maleimide can be used:
  • To synthesize isotopic silica nanotag by reacting with silica precursor 3-mercaptopropyltrimethoxysilane (MPTMS) for multiplexed ion beam imaging.
  • As an isotopic internal standard to determine the ratio of glutathione (GSH) and glutathione disulfide (GSSG) in cultured cells using HPLC-UV and LC-QTOF-MS.

Packaging

This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

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 Code

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

WGK

WGK 3

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Stefan Harmsen et al.
Advanced materials technologies, 5(7) (2020-07-15)
High-dimensional profiling of markers and analytes using approaches, such as barcoded fluorescent imaging with repeated labeling and mass cytometry has allowed visualization of biological processes at the single-cell level. To address limitations of sensitivity and mass-channel capacity, a nanobarcoding platform
Xueni Sun et al.
Metabolites, 10(7) (2020-07-28)
Glutathione (GSH) and glutathione disulfide (GSSG) are commonly used to assess the oxidative status of a biological system. Various protocols are available for the analysis of GSH and GSSG in biomedical specimens. In this study, we present an optimized protocol
Optimized Protocol for the In Situ Derivatization of Glutathione with N-Ethylmaleimide in Cultured Cells and the Simultaneous Determination of Glutathione/Glutathione Disulfide Ratio by HPLC-UV-QTOF-MS
Sun X, et al.
Metabolites, 10(7), 292-292 (2020)
Benjamin Neuditschko et al.
Molecular & cellular proteomics : MCP, 19(3), 478-489 (2020-01-02)
The prediction of metastatic properties from molecular analyses still poses a major challenge. Here we aimed at the classification of metastasis-related cell properties by proteome profiling making use of cutaneous and brain-metastasizing variants from single melanomas sharing the same genetic
T R Sutton et al.
Redox biology, 16, 359-380 (2018-04-09)
Several diseases are associated with perturbations in redox signaling and aberrant hydrogen sulfide metabolism, and numerous analytical methods exist for the measurement of the sulfur-containing species affected. However, uncertainty remains about their concentrations and speciation in cells/biofluids, perhaps in part
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