253359
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:
Molecular Weight:
251.30
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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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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.
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
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
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
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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