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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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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)
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
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