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

for ESR-spectroscopy

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:
12000000
PubChem Substance ID:
NACRES:
NA.21

grade

for ESR-spectroscopy

Quality Level

Assay

≥98.0% (GC)

form

crystals

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.)

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 is a reagent generally used either as a free-radical spin-trapping agent, or electrophilic component during the synthesis of pyrrolidine derivatives. It may also be considered as 1,3-dipole in cycloaddition processes.
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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

203.0 °F - closed cup

Flash Point(C)

95 °C - closed cup


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Sambuddha Banerjee et al.
Free radical biology & medicine, 53(6), 1317-1326 (2012-07-31)
We compared oxygenation and anaerobic oxidation reactions of a purified complex of human hemoglobin (Hb) and haptoglobin (Hb-Hp) to those of uncomplexed Hb. Under equilibrium conditions, Hb-Hp exhibited active-site heterogeneity and noncooperative, high-affinity O(2) binding (n(1/2)=0.88, P(1/2)=0.33 mm Hg in
Patrick T Kang et al.
Free radical biology & medicine, 53(4), 962-973 (2012-05-29)
Complex I is a critical site of O(2)(•-) production and the major host of reactive protein thiols in mitochondria. In response to oxidative stress, complex I protein thiols at the 51- and 75-kDa subunits are reversibly S-glutathionylated. The mechanism of
Pedro L Zamora et al.
The journal of physical chemistry. A, 116(26), 7210-7218 (2012-06-07)
Radical forms of sulfur dioxide (SO(2)), sulfite (SO(3)(2-)), sulfate (SO(4)(2-)), and their conjugate acids are known to be generated in vivo through various chemical and biochemical pathways. Oxides of sulfur are environmentally pervasive compounds and are associated with a number
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
Suchandra Bhattacharjee et al.
Nucleic acids research, 40(12), 5477-5486 (2012-03-06)
Oxidative stress-related damage to the DNA macromolecule produces lesions that are implicated in various diseases. To understand damage to DNA, it is important to study the free radical reactions causing the damage. Measurement of DNA damage has been a matter

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