92688
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/REAXYS Number:
107603
EC Number:
MDL number:
UNSPSC Code:
12000000
PubChem Substance ID:
NACRES:
NA.21
Recommended Products
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
11 - Combustible Solids
wgk_germany
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
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
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
Ronald P Mason
Free radical biology & medicine, 36(10), 1214-1223 (2004-04-28)
The detection of protein free radicals using the specific free radical reactivity of nitrone spin traps in conjunction with nitrone-antibody sensitivity and specificity greatly expands the utility of the spin trapping technique, which is no longer dependent on the quantum
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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