Spin trapping reagent
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).
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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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Appearance |
Colorless to light yellow oil. |
CAS |
157230-67-6 |
Formula |
C9H18NO4P |
MW |
235.2 |
Purity |
≥99% (TLC) |
Solubility |
Soluble in water, methylene chloride or 100% ethanol. |
Handling & Storage
Use/Stability |
As indicated on product label or CoA when stored as recommended. Unstable in solution. Reconstitute just prior to use. |
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Handling |
Protect from light and moisture. Keep under inert gas. Hygroscopic. |
Long Term Storage |
-20°C |
Shipping |
Blue Ice |
Regulatory Status |
RUO – Research Use Only |
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- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
Related Products

Alternative Name | 5,5-Dimethyl-1-pyrroline-N-oxide, 2,2-Dimethyl-3,4-dihydro-2H-pyrrole 1-oxide |
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CAS | 3317-61-1 |
Purity | >98% (HPLC) |

Alternative Name | 5-(Diisopropoxyphosphoryl)-5-methyl-1-pyrroline-N-oxide |
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Purity | ≥98% (TLC, 1H- and 13C-NMR) |
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