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D5766

Sigma-Aldrich

5,5-Dimethyl-1-pyrroline N-oxide

≥97%

Synonym(s):

DMPO

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About This Item

Empirical Formula (Hill Notation):
C6H11NO
CAS Number:
Molecular Weight:
113.16
Beilstein:
107603
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥97% (GC)
≥97%

form

solid

refractive index

n20/D 1.496 (lit.)

bp

75 °C/0.4 mmHg (lit.)

mp

25-29 °C (lit.)

density

1.015 g/mL at 25 °C (lit.)

shipped in

wet ice

storage temp.

−20°C

SMILES string

CC1(C)CCC=[N+]1[O-]

InChI

1S/C6H11NO/c1-6(2)4-3-5-7(6)8/h5H,3-4H2,1-2H3

InChI key

VCUVETGKTILCLC-UHFFFAOYSA-N

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Application

5,5-Dimethyl-1-pyrroline N-oxide has been used as a spin trapping reagent to detect free radicals in electron paramagnetic resonance (EPR) based reactions.
Neuroprotective agent; nitric oxide spin trap. Used to study radicals formed by enzymatic acetaldehyde oxidation. Incubation of lymphocytes with DMPO decreased DNA damage by NiCl2.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

203.0 °F - closed cup

Flash Point(C)

95 °C - closed cup

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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Ahmad IM, et al.
The Journal of biological chemistry (2004)
Nanoparticle-induced oxidation of corona proteins initiates an oxidative stress response in cells
Jayaram DT, et al.
Nanoscale, 9(22), 7595-7601 (2017)
Emiko Sato et al.
Journal of biochemistry, 150(2), 173-181 (2011-05-17)
The nicotinamide adenine dinucleotide (NADH)/nicotinamide adenine dinucleotide phosphate (NADPH) oxidase and the xanthine oxidase (XOD) systems generate reactive oxygen species (ROS). In the present study, to characterize the difference between the two systems, the kinetics of ROS generated by both

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