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Oxidative Stress
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ALX-430-088 Revised 13-Aug-08
DMPIO
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SYNONYMS 2,2-Dimethyl-4-phenyl-2H-imidazole-1-oxide
PRODUCT LINE Oxidative Stress
PRODUCT CATEGORY Spin Traps, Spin Probes & Spin Labels
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ALX-430-088-M010   10 mg 20.00 USD Add To Cart
ALX-430-088-M050   50 mg 70.00 USD Add To Cart
Product Specification
FORMULA: C11H12N2O
MW: 188.2
PURITY: ≥98% (GLC)
APPEARANCE: White to off-white crystalline solid.
SOLUBILITY: Soluble in 100% ethanol, DMSO; only weakly soluble in water.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
MELTINGPOINT: 108-109°C

Product Description
Widely used, cell permeable and highly sensitive spin trap. Alternative to PBN (Prod. No. ALX-430-082). More lipophilic than TMIO (Prod. No. ALX-430-073). Does not trap the superoxide radical.
Product Specific Literature References
Spin trapping of O-, C-, and S-centered radicals and peroxynitrite by 2H-imidazole-1-oxides: S.I. Dikalov, et al.; BBRC 218, 616 (1996) Abstract
Oxygen-centered spin adducts of 5,5-dimethyl-1-pyrroline N-oxide (DMPO) and 2H-imidazole-1-oxides: A.G. Krainev, et al.; J. Magnet. Reson. Series B. 111, 272 (1996) Abstract
 
 
ALX-430-089 Revised 19-Sep-06
CDMIO . potassium salt
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SYNONYMS 4-Carboxy-2,2-dimethyl-2H-imidazole-1-oxide . K
PRODUCT LINE Oxidative Stress
PRODUCT CATEGORY Spin Traps, Spin Probes & Spin Labels
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ALX-430-089-M010   10 mg 15.00 USD Add To Cart
ALX-430-089-M050   50 mg 45.00 USD Add To Cart
Product Specification
FORMULA: C6H7N2O3 . K
MW: 156.1 . 39.1
APPEARANCE: White crystals.
SOLUBILITY: Soluble in water, 100% ethanol and DMSO.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C

Product Description
Water soluble, non-cell permeable spin trap. Stable against reduction by vitamin C and thiols.
Product Specific Literature References
2H-imidazole-N-oxides as spin traps: S.I. Dikalov, et al.; Bull. Russ. Acad. Sci. 41, 834 (1992)
Spin trapping of O-, C-, and S-centered radicals and peroxynitrite by 2H-imidazole-1-oxides: S.I. Dikalov, et al.; BBRC 218, 616 (1996) Abstract
 
 
ALX-430-090 Revised 28-Aug-07
DMPO (high purity)
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SYNONYMS 5,5-Dimethyl-1-pyrroline-N-oxide (high purity)
2,2-Dimethyl-3,4-dihydro-2H-pyrrole 1-oxide (high purity)
PRODUCT LINE Oxidative Stress
PRODUCT CATEGORY Spin Traps, Spin Probes & Spin Labels
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ALX-430-090-M500   500 mg 115.00 USD Add To Cart
ALX-430-090-G001   1 g 190.00 USD Add To Cart
Product Specification
FORMULA: C6H11NO
MW: 113.2
PURITY: ≥99% (GLC)
APPEARANCE: White crystalline to colorless liquid.
SOLUBILITY: Soluble in water, 100% ethanol, methanol or DMSO.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
HANDLING: Protect from light and moisture. Hygroscopic.

Product Description
Cell permeable hydrophilic spin trap for both in vivo and in vitro studies of superoxide, O-, C-, S- and N- centered free radicals.
Product Specific Literature References
The spin trapping of superoxide and hydroxyl free radicals with DMPO (5,5-dimethylpyrroline-N-oxide): more about iron: G.R. Buettner; Free Radic. Res. Comm. 19 Suppl 1, S79 (1993) Abstract
Nitric oxide, superoxide and peroxynitrite: putative mediators of NMDA-induced cell death in cerebellar granule cells: M. Lafon-Cazal, et al.; Neuropharmacology 32, 1259 (1993) Abstract
Nitrone spin traps and a nitroxide antioxidant inhibit a common pathway of thymocyte apoptosis: A.F. Slater, et al.; Biochem. J. 306, 771 (1995) Abstract
Oxygen-centered spin adducts of 5,5-dimethyl-1-pyrroline N-oxide (DMPO) and 2H-imidazole 1-oxides: A.G. Krainev, et al.; J. Magn. Reson. B. 111, 272 (1996) Abstract
Formation of reactive oxygen species by pentaerithrityltetranitrate and glyceryl trinitrate in vitro and development of nitrate tolerance: S. Dikalov, et al.; J. Pharmacol. Exp. Ther. 286, 938 (1998) Abstract; Full Text
Formation of spin trap adducts during the decomposition of peroxynitrite: R.M. Gatti, et al.; Arch. Biochem. Biophys. 349, 36 (1998) Abstract
MDL 101,002, a free radical spin trap, is efficacious in permanent and transient focal ischemia models: M.P. Johnson, et al.; Life Sci. 63, 241 (1998) Abstract
Generation of nitric oxide from spin-trapping agents under oxidative conditions: K. Saito, et al.; Biosci. Biotech. Biochem. 62, 275 (1998)
Electron spin resonance detection of extracellular superoxide anion released by cultured endothelial cells: J.P. Souchard, et al.; Free Radic. Res. 29, 441 (1998) Abstract
Superoxide generation from endothelial nitric-oxide synthase. A Ca2+/calmodulin-dependent and tetrahydrobiopterin regulatory process: Y. Xia, et al.; J. Biol. Chem. 273, 25804 (1998) Abstract; Full Text
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
Hydroxyl radical generation caused by the reaction of singlet oxygen with a spin trap, DMPO, increases significantly in the presence of biological reductants: C. Nishizawa, et al.; Free Radic. Res. 38, 385 (2004) 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
Superoxide radical anion adduct of 5,5-dimethyl-1-pyrroline n-oxide (DMPO). 1. The thermodynamics of formation and its acidity: F.A. Villamena, et al.; J. Phys. Chem. A. Mol. Spectrosc. Kinet. Environ. Gen. Theory 109, 6083 (2005) Abstract
Superoxide radical anion adduct of 5,5-dimethyl-1-pyrroline N-oxide (DMPO). 2. The thermodynamics of decay and EPR spectral properties: F.A. Villamena, et al.; J. Phys. Chem. A. Mol. Spectrosc. Kinet. Environ. Gen. Theory 109, 6089 (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
Assignment of the EPR spectrum of 5,5-dimethyl-1-pyrroline N-oxide (DMPO) superoxide spin adduct: J.L. Clement, et al.; J. Org. Chem. 70, 1198 (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
Nitric oxide decreases the stability of DMPO spin adducts: K.J. Reszka, et al.; Nitric Oxide 15, 133 (2006) Abstract
Immunolocalization of hypochlorite-induced, catalase-bound free radical formation in mouse hepatocytes: M.G. Bonini et al.; Free Rad. Biol. Med. 42, 530 (2007)
 
 
ALX-430-091 Revised 11-Aug-08
POBN (high purity)
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SYNONYMS α-(4-Pyridyl 1-oxide)-N-tert-butylnitrone
PRODUCT LINE Oxidative Stress
PRODUCT CATEGORY Spin Traps, Spin Probes & Spin Labels
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ALX-430-091-M500   500 mg 125.00 USD Add To Cart
ALX-430-091-G001   1 g 205.00 USD Add To Cart
Product Specification
FORMULA: C10H14N2O2
MW: 194.2
CAS NUMBER: 66893-81-0
PURITY: ≥99% (HPLC)
APPEARANCE: White to off-white crystalline solid.
SOLUBILITY: Soluble in DMSO, water, methanol or 100% ethanol.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
IDENTITY: Determined by 1H-NMR.

Product Description
Cell permeable hydrophilic spin trap for both in vivo and in vitro studies. Water soluble analog of PBN (Prod. No. ALX-430-082). Low paramagnetic impurities. No further purification required.
Product Specific Literature References
Two decades of spin trapping: E.G. Janzen & D.L. Hare; Adv. Radic. Chem. 1, 253 (1990)
In vitro and in vivo evidence for the formation of methyl radical from procarbazine: a spin-trapping study: L. Goria-Gatti, et al.; Carcinogenesis 13, 799 (1992) Abstract
Polyunsaturated fatty acids increase lipid radical formation induced by oxidant stress in endothelial cells: L.S. Alexander-North, et al.; J. Lipid Res. 35, 1773 (1994) Abstract
The spin trap alpha-(4-pyridyl-1-oxide)-N-tert-butylnitrone stimulates peroxidase-mediated oxidation of deferoxamine. Implications for pharmacological use of spin-trapping agents: M.L. McCormick, et al.; J. Biol. Chem. 270, 29265 (1995) Abstract; Full Text
Identification of free radical formation and F2-isoprostanes in vivo by acute Cr(VI) poisoning: M.B. Kadiiska, et al.; Chem. Res. Toxicol. 11, 1516 (1998) Abstract
Involvement of inducible nitric oxide synthase in hydroxyl radical-mediated lipid peroxidation in streptozotocin-induced diabetes: K. Stadler, et al.; Free Radic. Biol. Med. Epub ahead of print, (2008) Abstract
 
 
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
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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.

Product Images
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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
CLICK HERE for a complete literature overview:
 
 
ALX-430-098 Revised 16-May-08
EMPO
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SYNONYMS 2-Ethoxycarbonyl-2-methyl-3,4-dihydro-2H-pyrrole-1-oxide
PRODUCT LINE Oxidative Stress
PRODUCT CATEGORY Spin Traps, Spin Probes & Spin Labels
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ALX-430-098-M010   10 mg 60.00 USD Add To Cart
ALX-430-098-M050   50 mg 210.00 USD Add To Cart
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Product Specification
FORMULA: C8H13NO3
MW: 171.2
PURITY: ≥95% (1H-NMR, EPR)
APPEARANCE: Colorless to light yellow oil.
SOLUBILITY: Soluble in water or 100% ethanol.
SHIPPING: SHIPPED ON BLUE ICE
SHORT TERM STORAGE: -20°C
LONG TERM STORAGE: -80°C
HANDLING: Protect from light. Hygroscopic.

Product Images
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Product Description

Beside DEPMPO (Prod. No. ALX-430-093), 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-430-129).
Product Specific Literature References
2-ethoxycarbonyl-2-methyl-3,4-dihydro-2H-pyrrole-1-oxide: evaluation of the spin trapping properties: G. Olive, et al.; Free Radic. Biol. Med. 28, 403 (2000) Abstract
Detection of superoxide anion using an isotopically labeled nitrone spin trap: potential biological applications: H. Zhang, et al.; FEBS Lett. 473, 58 (2000) Abstract
Kinetic study and theoretical analysis of hydroxyl radical trapping and spin adduct decay of alkoxycarbonyl and dialkoxyphosphoryl nitrones in aqueous media: F.A. Villamena, et al.; J. Phys. Chem. (A) 107, 4407 (2003)
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
Interactions of peroxynitrite with uric acid in the presence of ascorbate and thiols: implications for uncoupling endothelial nitric oxide synthase: N. Kuzkaya, et al.; Biochem. Pharmacol. 70, 343 (2005) Abstract
Spin adduct formation from lipophilic EMPO-derived spin traps with various oxygen- and carbon-centered radicals: K. Stolze, et al.; Biochem. Pharmacol. 69, 297 (2005) Abstract
Cytotoxicity of novel derivatives of the spin trap EMPO: N. Rohr-Udilova, et al.; Bioorg. Med. Chem. Lett. 16, 541 (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
Spin trapping of C- and O-centered radicals with methyl-, ethyl-, pentyl-, and phenyl-substituted EMPO derivatives: K. Stolze, et al.; Bioorg. Med. Chem. 14, 3368 (2006) Abstract
Indoxyl sulfate induces complex redox alterations in mesangial cells: A.K. Gelasco & J.R. Raymond; Am. J. Physiol. Renal. Physiol. 290, F1551 (2006) Abstract
Measurement of reactive oxygen species in cardiovascular studies: S. Dikalov, et al.; Hypertension 49, 717 (2007) Abstract
Mitochondrial redox cycling of mitoquinone leads to superoxide production and cellular apoptosis: A.K. Doughan & S.I Dikalov; Antioxid. Redox Signal. 9, 1825 (2007) Abstract
Related Products
ALX-430-093   DEPMPO
  
 
 
ALX-430-117 Revised 16-May-08
CMH . hydrochloride
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SYNONYMS 1-Hydroxy-3-methoxycarbonyl-2,2,5,5-tetramethylpyrrolidine . HCl
PRODUCT LINE Oxidative Stress
PRODUCT CATEGORY Spin Traps, Spin Probes & Spin Labels
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-430-117-M010   10 mg 65.00 USD Add To Cart
ALX-430-117-M050   50 mg 195.00 USD Add To Cart
ALX-430-117-M250   250 mg 450.00 USD Add To Cart
Product Specification
FORMULA: C10H19NO3 . HCl
MW: 201.3 . 36.5
PURITY: ≥99% (EPR)
APPEARANCE: White to off-white crystalline powder.
SOLUBILITY: Soluble in DMSO, 100% ethanol, methanol or water.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C

Product Description
Analog of CPH (Prod. No. ALX-430-078) with higher cell permeability and 3-fold better reactivity with superoxide. Has been used to study intracellular production of superoxide radicals in plasma, endothelial cells and isolated hearts.
Product Specific Literature References
Detection of superoxide with new cyclic hydroxylamine CMH in plasma, cells and isolated heart: B. Fink & S. Dikalov; Free Radical Biol. Med. 33, S366 (2002)
Oscillatory shear stress stimulates endothelial production of O2- from p47phox-dependent NAD(P)H oxidases, leading to monocyte adhesion: J. Hwang, et al.; J. Biol. Chem. 278, 47291 (2003) Abstract; Full Text
Interactions of peroxynitrite with uric acid in the presence of ascorbate and thiols: implications for uncoupling endothelial nitric oxide synthase: N. Kuzkaya, et al.; Biochem. Pharmacol. 70, 343 (2005) Abstract
Atrial fibrillation increases production of superoxide by the left atrium and left atrial appendage: role of the NADPH and xanthine oxidases: S.C. Dudley, Jr., et al.; Circulation 112, 1266 (2005) Abstract
Nox1 overexpression potentiates angiotensin II-induced hypertension and vascular smooth muscle hypertrophy in transgenic mice: A. Dikalova, et al.; Circulation 112, 2668 (2005) Abstract
Measurement of reactive oxygen species in cardiovascular studies: S. Dikalov, et al.; Hypertension 49, 717 (2007) Abstract
Production of extracellular superoxide by human lymphoblast cell lines: comparison of electron spin resonance techniques and cytochrome C reduction assay: S.I. Dikalov, et al.; Biochem. Pharmacol. 73, 972 (2007) Abstract; Full Text
Related Products
 
 
ALX-430-119 Revised 31-Jul-07
DIPPMPO
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SYNONYMS 5-(Diisopropoxyphosphoryl)-5-methyl-1-pyrroline-N-oxide
PRODUCT LINE Oxidative Stress
PRODUCT CATEGORY Spin Traps, Spin Probes & Spin Labels
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ALX-430-119-M050   50 mg 160.00 USD Add To Cart
ALX-430-119-M500   500 mg 1'120.00 USD Add To Cart
Product Specification
FORMULA: C11H22NO4P
MW: 263.3
PURITY: ≥98% (1H-NMR)
APPEARANCE: Colorless crystals.
SOLUBILITY: Soluble in water, 100% ethanol or methylene chloride.
SHIPPING: SHIPPED ON BLUE ICE
SHORT TERM STORAGE: -20°C
LONG TERM STORAGE: -80°C
HANDLING: Protect from light. Hygroscopic.