Most efficient spin trap for the in vitro and in vivo detection of O-, N-, S- and C-centered free radicals. Has a longer life-time than DMPO (Prod. No. ALX-430-090). Can distinguish between superoxide-dependent and independent mechanisms that lead to the hydroxyl radical. Less lipophilic (Kp=0.16) than DIPPMPO (Prod. No. ALX-430-119).
Product Details
| Alternative Name: | 5-(Diethoxyphosphoryl)-5-methyl-1-pyrroline-N-oxide, 2-Diethylphosphono-2-methyl-3,4-dihydro-2H-pyrrole 1-oxide, (2-Methyl-3,4-dihydro-1-oxide-2H-pyrrol-2-yl)diethylphosphonate |
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| Formula: | C9H18NO4P |
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| MW: | 235.2 |
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| CAS: | 157230-67-6 |
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| Purity: | ≥99% (TLC) |
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| Appearance: | Colorless to light yellow oil. |
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| Solubility: | Soluble in water, methylene chloride or 100% ethanol. |
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| Shipping: | Blue Ice |
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| Long Term Storage: | -20°C |
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| Use/Stability: | Unstable in solution. Reconstitute just prior to use. |
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| Handling: | Protect from light and moisture. Keep under inert gas. Hygroscopic. |
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| Regulatory Status: | RUO - Research Use Only |
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Spectrum of the (O2-)-DEPMPO adduct.
Spectrum of the (HO)-DEPMPO adduct.
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Product Literature References
Degradation Mechanisms of 4,7-Dihydroxycoumarin Derivatives in Advanced Oxidation Processes: Experimental and Kinetic DFT Study: Ž. Milanović, et al.; Int. J. Environ. Res. Public Health
20, 2046 (2023),
Abstract;
Nanoceria potently reduce superoxide fluxes from mitochondrial electron transport chain and plasma membrane NADPH oxidase in human macrophages: Y.R. Li, et al.; Mol. Cell. Biochem.
1007, 11010 (2022),
Abstract;
Breast cancer growth and proliferation is suppressed by the mitochondrial targeted furazano[3,4-b]pyrazine BAM15: E.R.M. Zunica, et l.; Cancer Metab.
9, 36 (2021),
Abstract;
Synthesis and Biological Screening of New 4-Hydroxycoumarin Derivatives and Their Palladium(II) Complexes: E.H. Avdović, et al.; Oxid. Med. Cell. Longev.
2021, 8849568 (2021),
Abstract;
Full Text
Coordinate and redox interactions of epinephrine with ferric and ferrous iron at physiological pH: J. Korac, et al.; Sci. Rep.
8, 3530 (2018),
Abstract;
Full Text
Apple pectin-derived oligosaccharides produce carbon dioxide radical anion in Fenton reaction and prevent growth of Escherichia coli and Staphylococcus aureus: J. Martinov, et al.; Food Res. Int.
100, 132 (2017),
Application(s): EPR spin-trapping spectroscopy,
Abstract;
Hydrogen Sulfide—Mechanisms of Toxicity and Development of an Antidote: J. Jiang, et al.; Sci. Rep.
6, 20831 (2016),
Application(s): Recorded EPR signal,
Abstract;
Full Text
Photo-redox reactions of indole and ferric iron in water: S. Milić Komić, et al.; Appl. Catal. B 185, 174 (2016), Application(s): EPR spectroscopy,
Cavitation during the protein misfolding cyclic amplification (PMCA) method - the trigger for de novo prion generation: C.L. Haigh & S.C. Drew; Biochem. Biophys. Res. Commun.
461, 494 (2015),
Application(s): Cell Culture,
Abstract;
Protein Corona Prevents TiO2 Phototoxicity: M. Garvas, et al.; PLoS One
10, e0129577 (2015),
Application(s): Measurement of photocatalytic activity ,
Abstract;
Full Text
Spin Biochemistry Modulates Reactive Oxygen Species (ROS) Production by Radio Frequency Magnetic Fields: R.J. Usselman, et al.; PLoS One
9, e93065 (2014),
Application(s): Electron paramagnetic resonance (EPR) spectroscopy,
Abstract;
Full Text
Copper influx transporter 1 is required for FGF, PDGF and EGF-induced MAPK signaling: C.Y. Tsai, et al.; Biochem. Pharmacol.
84, 1007 (2012),
Application(s): Electron paramagnetic resonance (EPR) spectroscopy,
Abstract;
Full Text
Tetrathiatriarylmethyl radical with a single aromatic hydrogen as a highly sensitive and specific superoxide probe: Y. Liu, et al.; Free Radic. Biol. Med.
53, 2081 (2012),
Application(s): Electron paramagnetic resonance (EPR) spectroscopy,
Abstract;
Full Text
Phosphorylation of endothelial nitric-oxide synthase regulates superoxide generation from the enzyme: C.A. Chen, et al.; J. Biol. Chem.
283, 27038 (2008),
Abstract;
The line asymmetry of electron spin resonance spectra as a tool to determine the cis:trans ratio for spin-trapping adducts of chiral pyrrolines N-oxides: the mechanism of formation of hydroxyl radical adducts of EMPO, DEPMPO, and DIPPMPO: M. Culcasi, et al.; Free Radic. Biol. Med.
40, 1524 (2006),
Abstract;
Characterization of the high-resolution ESR spectra of superoxide radical adducts of 5-(diethoxyphosphoryl)-5-methyl-1-pyrroline N-oxide (DEPMPO) and 5,5-dimethyl-1-pyrroline N-oxide (DMPO). Analysis of conformational exchange: S. Dikalov, et al.; Free Radic. Res.
39, 825 (2005),
Abstract;
Detection of hydrogen atom adduct of spin-trap DEPMPO. The relevance for studies of biological systems: M. Mojovic, et al.; J. Chem. Inf. Model.
45, 1716 (2005),
Abstract;
Detection of oxygen-centered radicals using EPR spin-trap DEPMPO: the effect of oxygen: M. Mojovic, et al.; Ann. N. Y. Acad. Sci.
1048, 471 (2005),
Abstract;
Evaluation of spin trapping agents and trapping conditions for detection of cell-generated reactive oxygen species: H. Shi, et al.; Arch. Biochem. Biophys.
437, 59 (2005),
Abstract;
A new kinetic approach to the evaluation of rate constants for the spin trapping of superoxide/hydroperoxyl radical by nitrones in aqueous media: R. Lauricella, et al.; Org. Biomol. Chem.
2, 1304 (2004),
Abstract;
Kinetic analysis-based quantitation of free radical generation in EPR spin trapping: A. Samouilov, et al.; Anal. Biochem.
334, 145 (2004),
Abstract;
Characterization of the high resolution ESR spectra of the methoxyl radical adducts of 5-(diethoxyphosphoryl)-5-methyl-1-pyrroline N-oxide (DEPMPO): S. Dikalov, et al.; Free Radic. Res.
37, 705 (2003),
Abstract;
Deuterated analogues of the free radical trap DEPMPO: synthesis and EPR studies: J.L. Clement, et al.; Org. Biomol. Chem.
1, 1591 (2003),
Abstract;
ESR measurement of rapid penetration of DMPO and DEPMPO spin traps through lipid bilayer membranes: K. Anzai, et al.; Arch. Biochem. Biophys.
415, 251 (2003),
Abstract;
Nonradical mechanism of (bi)sulfite reaction with DEPMPO: cautionary note for SO3*- radical spin trapping: D.I. Potapenko, et al.; Free Radic. Biol. Med.
34, 196 (2003),
Abstract;
Detection and removal of contaminating hydroxylamines from the spin trap DEPMPO, and re-evaluation of its use to indicate nitrone radical cation formation and S(N)1 reactions: S.K. Jackson, et al.; Free Radic. Biol. Med.
32, 228 (2002),
Abstract;
Improved method for EPR detection of DEPMPO-superoxide radicals by liquid nitrogen freezing: M. Dambrova, et al.; Biochem. Biophys. Res. Commun.
275, 895 (2000),
Abstract;
Spin trapping of lipid radicals with DEPMPO-derived spin traps: detection of superoxide, alkyl and alkoxyl radicals in aqueous and lipid phase: K. Stolze, et al.; Free Radic. Biol. Med.
29, 1005 (2000),
Abstract;
Evaluation of DEPMPO as a spin trapping agent in biological systems: K.J. Liu, et al.; Free Radic. Biol. Med.
26, 714 (1999),
Abstract;
Quantitative measurement of superoxide generation and oxygen consumption from leukocytes using electron paramagnetic resonance spectroscopy: V. Roubaud, et al.; Anal. Biochem.
257, 210 (1998),
Abstract;
Free radicals in rabbit retina under ocular hyperpressure and functional consequences: A. Muller, et al.; Exp. Eye Res.
64, 637 (1997),
Abstract;
Quantitative measurement of superoxide generation using the spin trap 5-(diethoxyphosphoryl)-5-methyl-1-pyrroline-N-oxide: V. Roubaud, et al.; Anal. Biochem.
247, 404 (1997),
Abstract;
Superoxide anion formation from lucigenin: an electron spin resonance spin-trapping study: J. Vásquez-Vivar, et al.; FEBS Lett.
403, 127 (1997),
Abstract;
Use of spin-traps during war ischemia-reperfusion in rat liver: comparative effect on energetic metabolism studied using 31P nuclear magnetic resonance: M.C. Delmas-Beauvieux, et al.; Magma
5, 45 (1997),
Abstract;
Characterization of sulfur-centered radical intermediates formed during the oxidation of thiols and sulfite by peroxynitrite. ESR-spin trapping and oxygen uptake studies: H. Karoui, et al.; J. Biol. Chem.
271, 6000 (1996),
Abstract;
5-(Diethoxyphosphoryl)-5-methyl-1-pyrroline N-oxide: a new efficient phosphorylated nitrone for the in vitro and in vivo spin trapping of oxygen-centered radicals: C. Frejaville, et al.; J. Med. Chem.
38, 258 (1995),
Abstract;
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