A mitochondria-targeted antioxidant
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MitoPBN

Item No. 18809

Technical Information
Formal Name
[4-[4-[[(1,1-dimethylethyl)oxidoimino]methyl]phenoxy]butyl]triphenyl-phosphonium, monobromide
CAS Number
652968-37-1
Molecular Formula
C33H37NO2P • Br
Formula Weight
Purity
≥95%
A solid
DMF: 25 mg/mlDMF:PBS(pH7.2) (1:2): 0.33 mg/mlDMSO: 1 mg/mlEthanol: 0.33 mg/ml
λmax
303, 406, 659 nm
SMILES
CC(C)(C)/[N+]([O-])=C/C(C=C1)=CC=C1OCCCC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
InChi Code
InChI=1S/C33H37NO2P.BrH/c1-33(2,3)34(35)27-28-21-23-29(24-22-28)36-25-13-14-26-37(30-15-7-4-8-16-30,31-17-9-5-10-18-31)32-19-11-6-12-20-32;/h4-12,15-24,27H,13-14,25-26H2,1-3H3;1H/q+1;/p-1/b34-27-;
InChi Key
JZMWLDMVLIVXEF-KWYZZNRTSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    MitoPBN is a mitochondria-targeted antioxidant.1 It accumulates in the mitochondria following the generation of a mitochondrial membrane potential by succinate, an effect that is blocked by addition of the mitochondrial membrane potential uncoupler FCCP (Item No. 15218). MitoPBN inhibits superoxide activation of mitochondrial uncoupling protein 1 (UCP1), UCP2, and UCP3 when used at a concentration of 250 nM in vitro but does not react with superoxide. It traps hydroxyl (IC50 = ~77 µM) and carbon-centered radicals and inhibits the initiation of lipid peroxidation in isolated bovine heart mitochondria.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Murphy, M.P., Echtay, K.S., Blaikie, F.H., et alSuperoxide activates uncoupling proteins by generating carbon-centered radicals and initiating lipid peroxidation: Studies using a mitochondria-targeted spin trap derived from α-phenyl-N-tert-butylnitrone. The Journal of Biological Chemisty 278(49), 48534-48545 (2003).