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215430

Sigma-Aldrich

α-(4-Pyridyl N-oxide)-N-tert-butylnitrone

99%

Synonym(s):

N-(4-Pyridylmethylene)-tert-butylamine N,N′-dioxide, N-tert-Butyl-α-(4-pyridyl)nitrone N′-oxide, POBN

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O2
CAS Number:
66893-81-0
Molecular Weight:
194.23
Beilstein:
1453764
EC Number:
266-512-3
MDL number:
MFCD00041022
UNSPSC Code:
12352100
PubChem Substance ID:
24852894

Assay

99%

form

solid

mp

183-185 °C (lit.)

solubility

water: soluble 10 mg/mL, clear, colorless to faintly yellow

SMILES string

CC(C)(C)\[N+]([O-])=C/c1cc[n+]([O-])cc1

InChI

1S/C10H14N2O2/c1-10(2,3)12(14)8-9-4-6-11(13)7-5-9/h4-8H,1-3H3/b12-8+

InChI key

RNRMWTCECDHNQU-XYOKQWHBSA-N

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Application

α-(4-Pyridyl N-oxide)-N-tert-butylnitrone was used as spin trapping agent to detect:
  • the formation of hydroxyl radical adducts during decomposition of hydrogen peroxide in the presence of nickel (II) oligopeptides
  • hydroxyl radicals and selenide radical anions
Spin trap reagent used to measure ethanol oxidation to 1-hydroxyethyl radical (HER) which can bind to protein. Has also been used in studies of DNA methylation, iron-mediated polyunsaturated fatty acid peroxidation, and free-radical formation by Alzheimer β-amyloid peptide. The formation of hydroxyl radical in chondrocytes and cartilage has been detected using POBN.

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

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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Bulletin of the Chemical Society of Japan, 64, 1976-1976 (1991)
Measurement of hydroxyl radical activity in a soil slurry using the spin trap a-(4-pyridyl-1-oxide)-N-tert-butylnitrone.
Huling SG, et al.
Environmental Science & Technology, 32(21), 3436-3441 (1998)
J. Photochem. Photobiol., A, 56, 89-89 (1991)
S Inoue et al.
Biochemical and biophysical research communications, 159(2), 445-451 (1989-03-15)
ESR studies using spin traps, 5,5-dimethylpyrroline-N-oxide and alpha-(4-pyridyl 1-oxide)-N-tert-butylnitrone, revealed that hydroxyl radical adducts are produced by the decomposition of hydrogen peroxide in the presence of nickel(II) oligopeptides. Order of catalytic activities of nickel(II) oligopeptides used in the production of
Hua Yang et al.
Environmental science and pollution research international, 22(14), 10882-10889 (2015-03-17)
Low-cost and environmentally friendly mediators could facilitate the application of laccase (EC 1.10.3.2) in variant biotechnological processes. Acetylacetone (AA) represents an inexpensive and low toxic small molecular diketone that has been proven as an effective mediator for laccase in free
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