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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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
K Takeshita et al.
Biochemical and biophysical research communications, 177(2), 874-880 (1991-06-14)
Clearance of the nitroxide radicals, hydroxy-TEMPO and carboxy-PROXYL, in whole-mouse lung was directly measured by in vivo ESR. After injecting a nitroxide radical, distribution of the nitroxide radical all over the lung was confirmed by ESR imaging. The ESR signal

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