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Ebselen acts as a glutathione peroxidase mimic and is an excellent scavenger of peroxynitrite with a rate constant of 2 x 106 M−1s−1.1 The glutathione peroxidase-like activity of ebselen inhibits cyclooxygenase and lipoxygenases at micromolar concentrations.2,3
1
Masumoto, H., Kissner, R., Koppenol, W.H., et al. Kinetic study of the reaction of ebselen with peroxynitrite. FEBS Lett398179-182(1996).
2
Parnham, M.J., and Graf, E. Seleno-organic compounds and the therapy of hydroperoxide-linked pathological conditions. Biochem Pharmacol363095-3102(1987).
3
Parnham, M.J., and Kindt, S. A novel biologically active seleno-organic compound-III. Effects of PZ 51 (ebselen) on glutathione peroxidase and secretory activities of mouse macrophages. Biochem Pharmacol333247-3250(1984).
Formal Name
2-phenyl-1,2-benzisoselenazol-3(2H)-one
CAS Number
60940-34-3
Molecular Formula
C13H9NOSe
Formula Weight
274.2
Formulation
A crystalline solid
Purity
≥99%
λmax
230, 263, 330 nm
Stability
2 years
Storage
-20°C
Shipping
Room temperature
in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
O=c1c2ccccc2[se]n1c1ccccc1
Background Reading
Parnham, M.J., and Graf, E. Seleno-organic compounds and the therapy of hydroperoxide-linked pathological conditions. Biochem Pharmacol363095-3102(1987).
Parnham, M.J., and Kindt, S. A novel biologically active seleno-organic compound-III. Effects of PZ 51 (ebselen) on glutathione peroxidase and secretory activities of mouse macrophages. Biochem Pharmacol333247-3250(1984).
Maiorino, M., Roveri, A., Coassin, M., et al. Kinetic mechanism and substrate specificity of glutathione peroxidase activity of ebselen (PZ51). Biochem Pharmacol372267-2271(1988).
Masumoto, H., Kissner, R., Koppenol, W.H., et al. Kinetic study of the reaction of ebselen with peroxynitrite. FEBS Lett398179-182(1996).