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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
Empirical Formula (Hill Notation):
C9H16NO3
CAS Number:
Molecular Weight:
186.23
EC Number:
MDL number:
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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Packaging

1 g in glass bottle

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.
Used in the preparation of a tetraphenylporphyrin bearing a nitroxyl radical.
Spin-label. The anionic form has been used to determine distribution coefficients of neutral solubilizates in anionic micelles.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

S Zöllner et al.
The Journal of biological chemistry, 272(37), 23076-23080 (1997-09-12)
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
M Alecci et al.
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
M Ferrari et al.
Biochemical and biophysical research communications, 166(1), 168-173 (1990-01-15)
The in vivo uptake distribution and reduction of the oxygen-sensitive nitroxide spin label PCA in the mouse monitored by low frequency electron paramagnetic resonance (EPR) spectroscopy are reported. Spectra were obtained from the head and liver regions of pentobarbital anesthetized
M A Foster et al.
Physics in medicine and biology, 43(7), 1893-1897 (1998-08-14)
Proton-electron double-resonance imaging (PEDRI) has considerable value for study of the distribution and elimination pathways of nitroxide free radicals (NFRs). This has been illustrated by its use in studies of kidney function in the living rat in which the NFR
V Quaresima et al.
Physics in medicine and biology, 43(7), 1937-1947 (1998-08-14)
Much outstanding progress concerning the application of ESR spectroscopy/imaging in the biomedical field has been made in recent years. The literature in this field has already been specifically covered by several reviews. The aim of this article is to provide

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