Commonly-used spin trap
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DMPO

Item No. 10006436

Technical Information
Formal Name
3,4-dihydro-2,3-dimethyl-2H-pyrrole 1-oxide
CAS Number
3317-61-1
Synonyms
  • 5,5-Dimethyl-1-Pyrroline-N-Oxide
Molecular Formula
C6H11NO
Formula Weight
Purity
≥98%
A liquid
DMF: 42 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 9.2 mg/ml
λmax
235 nm
SMILES
O[N]1=CCCC1(C)C
InChi Code
InChI=1S/C6H11NO/c1-6(2)4-3-5-7(6)8/h5H,3-4H2,1-2H3
InChi Key
VCUVETGKTILCLC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    DMPO is a commonly-used spin trap that reacts with O-, N-, S-, and C-centered radicals.1,2,3 This allows their characterization when used in association with electron spin resonance and immuno-spin trapping.4,5,6 DMPO is water-soluble, rapidly penetrates lipid bilayers, has low toxicity, and can be used in vitro and in vivo.7,8,9

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chamulitrat, W., Jordan, S.J., and Mason, R.P. Fatty acid radical formation in rats administered oxidized fatty acids: In vivo spin trapping investigation. Arch. Biochem. Biophys. 299(2), 361-367 (1992).

    2. Dikalov, S., Kirilyuk, I., and Grigor'ev, I. Spin trapping of O-,C-, and S-centered radicals and peroxynitrite by 2H-imidazole-1-oxides. Biochem. Biophys. Res. Commun. 218(2), 616-622 (1996).

    3. Kalyanaraman, B., Karoui, H., Singh, R.J., et alDetection of thiyl radical adducts formed during hydroxyl radical- and peroxynitrite-mediated oxidation of thiols - a high resolution ESR spin-trapping study at Q-band (35GHz). Anal. Biochem. 241(1), 75-81 (1996).

    4. Mason, R.P. Using anti-5,5-dimethyl-1-pyrroline N-oxide (anti-DMPO) to detect protein radicals in time and space with immuno-spin trapping. Free Radic. Biol. Med. 36(10), 1214-1223 (2004).

    5. Ramirez, D.C., Mejiba, S.E.G., and Mason, R.P. Mechanism of hydrogen peroxide-induced Cu,Zn-superoxide dismutase-centered radical formation as explored by immuno-spin trapping: The role of copper- and carbonate radical anion-mediated oxidations. Free Radic. Biol. Med. 38(2), 201-214 (2004).

    6. Detweiler, C.D., Deterding, L.J., Tomer, K.B., et alImmunological identification of the heart myoglobin radical formed by hydrogen peroxide. Free Radic. Biol. Med. 33(3), 364-369 (2002).

    7. Anzai, K., Aikawa, T., Furukawa, Y., et alESR measurement of rapid penetration of DMPO and DEPMPO spin traps through lipid bilayer membranes. Arch. Biochem. Biophys. 415(2), 251-256 (2003).

    8. Haseloff, R.F., Mertsch, K., Rohde, E., et alCytotoxicity of spin trapping compounds. FEBS Lett. 418(1-2), 73-75 (1997).

    9. Jiang, J., Liu, K.J., Jordan, S.J., et alDetection of free radical metabolite formation using in vivo EPR spectroscopy: Evidence of rat hemoglobin thiyl radical formation following administration of phenylhydrazine. Arch. Biochem. Biophys. 330(2), 266-270 (1996).