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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:
2154-68-9
Molecular Weight:
186.23
EC Number:
218-448-2
MDL number:
MFCD00003167
UNSPSC Code:
12352000
PubChem Substance ID:
24855305
NACRES:
NA.22

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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Sigma-Aldrich

176141

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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
J Buitink et al.
Biophysical journal, 76(6), 3315-3322 (1999-06-04)
The relationship between molecular mobility (tauR) of the polar spin probe 3-carboxy-proxyl and water content and temperature was established in pea axes by electron paramagnetic resonance (EPR) and saturation transfer EPR. At room temperature, tauR increased during drying from 10(-11)
Guo-Xing Zhang et al.
Hypertension (Dallas, Tex. : 1979), 43(1), 117-124 (2003-11-26)
The relations among hypertensive response, oxidative stress, and mitogen-activated protein kinase (MAPK) in cardiovascular tissues have not been fully established. We investigated the involvement of reactive oxygen species on changes in the hemodynamics and cardiovascular MAPKs activities induced by acutely
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
M A Pals et al.
Investigative radiology, 22(6), 497-501 (1987-06-01)
Contrast agents have been investigated in an effort to increase the differences between the proton relaxation times of normal and pathologic tissue, and thus improve the ability to detect regions of pathology. Data on the oxygen-dependent metabolism of three nitroxides
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