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253324

Sigma-Aldrich

3-Carboxy-PROXYL

98%

Synonym(s):

3-(Carboxy)-2,2,5,5-tetramethyl-1-pyrrolidinyloxy, 3-Carboxy-2,2,5,5-tetramethyl-1-pyrrolidinyloxy, free radical

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About This Item

Empirical Formula (Hill Notation):
C9H16NO3
CAS Number:
Molecular Weight:
186.23
EC Number:
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

200 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C9H16NO3/c1-8(2)5-6(7(11)12)9(3,4)10(8)13/h6H,5H2,1-4H3,(H,11,12)

InChI key

GEPIUTWNBHBHIO-UHFFFAOYSA-N

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Application

Spin-label that has been used to study molecular migration and long-term stability of seeds and pollen. Has been covalently attached to oligonucleotides to prepare a DNA probe sensitive to electron spin resonance. The acetoxymethyl ester is an esterase-sensitive probe that crosses the blood-brain barrier for electron spin resonance-computed tomographic imaging.
Spin-label. The anionic form has been used to determine distribution coefficients of neutral solubilizates in anionic micelles.
Used in the preparation of a tetraphenylporphyrin bearing a nitroxyl radical.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Nitroxides are known to exert superoxide dismutase-mimetic properties and to decrease O-2- and H2O2-mediated cytotoxicity. However, the effect of nitroxides on .NO homeostasis has not been studied yet. The present study investigates the effect of nitroxides on the detectable amount
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The use of RF (100 to 300 MHz) PEDRI and CW-EPR techniques allows the in vivo study of large animals such as whole rats and rabbits. Recently a PEDRI instrument was modified to also allow CW-EPR spectroscopy with samples of
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Biophysical journal, 67(3), 1274-1279 (1994-09-01)
A radio frequency (RF) (280 MHz) electron paramagnetic resonance (EPR) spectroscopy and imaging apparatus has been used to localize a pyrrolidine nitroxide free radical in the rat abdomen and thorax. The nitroxide 2,2.5.5,-tetramethylpyrrolidine-1-oxyl-3- carboxylic acid (PCA) had a whole body
I Seimenis et al.
Magnetic resonance in medicine, 37(4), 552-558 (1997-04-01)
Proton electron double resonance imaging (PEDRI) was used for monitoring in vivo the distribution, metabolism and, in particular, the excretion mechanism of the exogenous nitroxide free radical proxyl carboxylic acid (PCA) in the rat. PCA clearance half-lives through liver, abdominal

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