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Merck
CN

253359

Sigma-Aldrich

4-Maleimido-TEMPO

for ESR-spectroscopy

Synonym(s):

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

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About This Item

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

Key Documents

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description

free radical

form

solid

mp

91-94 °C (lit.)

functional group

imide
maleimide

storage temp.

2-8°C

SMILES string

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

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

InChI key

CMNDHIFMYRPBGH-UHFFFAOYSA-N

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000101882
0000091917
BGBB2584V
11916BU
06917KZ

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Bozena Pawlikowska-Pawlega et al.
Biochemical pharmacology, 66(4), 605-612 (2003-08-09)
Quercetin is a naturally occurring flavonoid that exerts multiple pharmacological effects. In our previous study, we showed that quercetin greatly affects the lipid membrane. In this report, a study of quercetin on human erythrocyte membrane has been performed to determine
Q Garrett et al.
Biomaterials, 20(14), 1345-1356 (1999-07-14)
Human serum albumin (HSA) was specifically spin labelled with 4-maleimido-tempo (MSL) at its cysteine 34 residue (HSA-MSL). The irreversible adsorption of HSA-MSL to hydrogel contact lenses (etafilcon A, tefilcon and vifilcon A) was investigated using electron spin resonance (ESR) spectroscopy.
Fantao Meng et al.
Artificial cells, nanomedicine, and biotechnology, 47(1), 73-82 (2019-01-22)
Compromised microcirculation and endothelial dysfunction are hallmarks of sickle cell disease (SCD). EAF PEG Haemoglobin (Hb) and EAF PEG Albumin (Alb) represent a novel class of semisynthetic colloidal supra plasma expanders that improve microcirculation. The therapeutic activity of supra plasma
Kelly Souza Fernandes et al.
Biochimica et biophysica acta, 1859(1), 1-9 (2016-10-27)
In this study, we combined electron paramagnetic resonance (EPR) spectroscopy with an analysis of biophysical cellular parameters to study the mechanisms underlying the in vitro anti-leishmanial activity of miltefosine (MT). A thiol-specific spin label attached to membrane-bound proteins of Leishmania
K Hensley et al.
Biochimica et biophysica acta, 1270(2-3), 203-206 (1995-04-24)
We have applied the technique of electron paramagnetic resonance (EPR) protein-specific spin labeling to the study of membrane protein alterations occurring during age and exposure to isobaric hyperoxia. Cortical synaptosomes and erythrocyte membranes (ghosts) were isolated from young rodents (Fisher
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