Skip to Content
Merck
CN

253359

4-Maleimido-TEMPO

for ESR-spectroscopy

Synonym(s):

4-Maleimido-2,2,6,6-tetramethyl-1-piperidinyloxy, free radical

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C13H19N2O3
CAS Number:
15178-63-9
Molecular Weight:
251.30
NACRES:
NA.22
PubChem Substance ID:
24855307
UNSPSC Code:
12352005
MDL number:
MFCD00010110
Form:
solid

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI

1S/C13H19N2O3/c1-12(2)7-9(8-13(3,4)15(12)18)14-10(16)5-6-11(14)17/h5-6,9H,7-8H2,1-4H3

SMILES string

CC1(C)CC(CC(C)(C)N1[O])N2C(=O)C=CC2=O

InChI key

CMNDHIFMYRPBGH-UHFFFAOYSA-N

description

free radical

form

solid

mp

91-94 °C (lit.)

functional group

imide, maleimide

storage temp.

2-8°C

General description

4-Maleimido-TEMPO, a water-soluble nitroxide radical, is commonly employed as spin probe. It has been reported to inhibit the survival of CHO cells at 1mM concentrations. It is widely employed maleimide spin label for EPR studies.

Application

4-Maleimido-TEMPO (4-Maleimido-2,2,6,6,-tetramethylpiperidinooxyl) was employed as spin label to investigate the influence of bile salts on the intact rat mitochondrial membranes by electron paramagnetic resonance spectroscopy (EPR). It may be employed as spin label for the labeling of erythrocyte membranes to investigate the interaction of quercetin with erythrocyte proteins by EPR spectra.

Biochem/physiol Actions

Spin label used to study fluidity of brain synaptosomal membranes, internal microviscosity of erythrocytes, and human high density lipoproteins.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000101882
0000091917
BGBB2584V
11916BU
06917KZ

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

D A Butterfield et al.
Methods in enzymology, 309, 746-768 (1999-10-03)
Given the increasing evidence of oxidative stress in AD brain and studies from different perspectives that appear to show a converging, central role for A beta in the pathogenesis and etiology of AD, insight into A beta-associated free radical oxidative
M A La Fontaine et al.
Brain research, 858(2), 356-362 (2000-03-10)
3-nitropropionic acid (3-NP) administered systemically daily for 4 days to rats inhibits mitochondrial oxidative phosphorylation and induces selective lesions in the striatum in a manner reminiscent of Huntington's disease (HD). To investigate the potential oxidative nature of these lesions, rats
T Koppal et al.
Journal of neurochemistry, 72(1), 310-317 (1999-01-14)
Peroxynitrite (ONOO ) is a highly reactive, oxidizing anion with a half-life of <1 s that is formed by reaction of superoxide radical anion with nitric oxide. Several reports of ONOO--induced oxidation of lipids, proteins, DNA, sulfhydryls, and inactivation of
S Güldütuna et al.
Biochimica et biophysica acta, 1453(3), 396-406 (1999-04-02)
Intact mitochondria were incubated with and without calcium in solutions of chenodeoxycholate, ursodeoxycholate, or their conjugates. Glutamate dehydrogenase, protein and phospholipid release were measured. Alterations in membrane and organelle structure were investigated by electron paramagnetic resonance spectroscopy. Chenodeoxycholate enhanced enzyme
R Subramaniam et al.
Journal of neurochemistry, 69(3), 1161-1169 (1997-09-01)
Alzheimer's disease (AD) is widely held to be a disorder associated with oxidative stress due, in part, to the membrane action of amyloid beta-peptide (A beta). A beta-associated free radicals cause lipid peroxidation, a major product of which is 4-hydroxy-2-trans-nonenal
View All Related Papers

Articles

TEMPO催化氧化

TEMPO（2,2,6,6-四甲基哌啶氧基或2,2,6,6-四甲基哌啶1-氧基）及其衍生物在有机氧化反应催化剂中可以作为稳定的硝酰基使用。TEMPO由Lebedev和Kazarnovskii于1960年发现，其具有的稳定自由基性质得益于其庞大的取代基团阻碍了自由基与其他分子之间发生反应。

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service