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:
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 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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Rheal A Towner et al.
Free radical biology & medicine, 63, 351-360 (2013-06-01)
Free radicals associated with oxidative stress play a major role in amyotrophic lateral sclerosis (ALS). By combining immuno-spin trapping and molecular magnetic resonance imaging, in vivo trapped radical adducts were detected in the spinal cords of SOD1(G93A)-transgenic (Tg) mice, a
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
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
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
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