© 2008 Alexis Corporation
ALX-430-093 Revised 26-Jun-07
DEPMPO
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SYNONYMS 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
PRODUCT LINE Oxidative Stress
PRODUCT CATEGORY Spin Traps, Spin Probes & Spin Labels
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-430-093-M050   50 mg 160.00 USD Add To Cart
ALX-430-093-M500   500 mg 1'120.00 USD Add To Cart
Product Specification
FORMULA: C9H18NO4P
MW: 235.2
CAS NUMBER: 157230-67-6
PURITY: ≥99%
APPEARANCE: Colorless to light yellow oil.
SOLUBILITY: Soluble in water or 100% ethanol.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -80°C
USE/STABILITY: Unstable in solution. Reconstitute just prior to use.
HANDLING: Hygroscopic. Protect from light and moisture.

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Product Description

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 Specific Literature References
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
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
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
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
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
Evaluation of DEPMPO as a spin trapping agent in biological systems: K.J. Liu, et al.; Free Radic. Biol. Med. 26, 714 (1999) 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
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
Deuterated analogues of the free radical trap DEPMPO: synthesis and EPR studies: J.L. Clement, et al.; Org. Biomol. Chem. 1, 1591 (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
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
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
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
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
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
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
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
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