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
UNSPSC Code:
41115710
NACRES:
NA.21
PubChem Substance ID:
EC Number:
222-011-1
Beilstein/REAXYS Number:
107603
MDL number:
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
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.
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.
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Storage Class
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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Karim Michail et al.
Analytical chemistry, 84(15), 6739-6746 (2012-06-26)
Free radicals are conventionally detected by electron paramagnetic resonance (EPR) spectroscopy after being trapped as spin adducts. Albeit this technique has demonstrated utmost efficacy in studying free radicals, its application to biological settings is intrinsically hampered by the inevitable bioreduction
Murugesan Velayutham et al.
Free radical biology & medicine, 51(1), 160-170 (2011-05-07)
In cells, mitochondria, endoplasmic reticulum, and peroxisomes are the major sources of reactive oxygen species (ROS) under physiological and pathophysiological conditions. Cytochrome c (cyt c) is known to participate in mitochondrial electron transport and has antioxidant and peroxidase activities. Under
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