A mitochondrial antioxidant
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SKQ1 (bromide)

Item No. 19891

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[10-(4,5-dimethyl-3,6-dioxo-1,4-cyclohexadien-1-yl)decyl]triphenyl-phosphonium, monobromide
CAS Number
934826-68-3
Molecular Formula
C36H42O2P • Br
Formula Weight
617.6
Purity
≥95%
Formulation (Request formulation change)
A 25 mg/ml solution in ethanol and water (1:1)
Solubility(Learn about Variance in Solubility)
Ethanol: Soluble
λmax
225, 261 nm
SMILES
O=C(C(C)=C1C)C(CCCCCCCCCC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)=CC1=O.[Br-]
InChi Code
InChI=1S/C36H42O2P.BrH/c1-29-30(2)36(38)31(28-35(29)37)20-12-7-5-3-4-6-8-19-27-39(32-21-13-9-14-22-32,33-23-15-10-16-24-33)34-25-17-11-18-26-34;/h9-11,13-18,21-26,28H,3-8,12,19-20,27H2,1-2H3;1H/q+1;/p-1
InChi Key
WYHFWTRUGAFNKW-UHFFFAOYSA-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

    SKQ1 (bromide) is a mitochondria-targeted antioxidant that decreases transmembrane potential and production of reactive oxygen species (ROS).1 SKQ1 prevents neuronal loss and synaptic damage in a rat model of spontaneous Alzheimer’s disease, as well as decreases severity of arthritic lesions in rats.2,3 SKQ1 slows development of age-related ocular pathologies in murine, porcine, bovine, and canine model systems.4 It also prevents acute phenoptosis following rhabdomyolysis, stroke, and myocardial infarction.5,6,7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Skulachev, V.P. Cationic antioxidants as a powerful tool against mitochondrial oxidative stress. Biochem. Biophys. Res. Commun. 441(2), 275-279 (2013).

    2. Stefanova, N.A., Muraleva, N.A., Maksimova, K.Y., et al. An antioxidant specifically targeting mitochondria delays progression of Alzheimer’s disease-like pathology. Aging (Albany NY) 8(11), 2713-2733 (2016).

    3. Andreev-Andrievskiy, A.A., Kolosova, N.G., Stefanova, N.A., et al. Efficacy of mitochondrial antioxidant plastoquinonyl-decyl-triphenylphosphonium bromide (SkQ1) in the rat model of autoimmune arthritis. Oxid. Med. Cell. Longev. 8703645 (2016).

    4. Skulachev, M.V., Severin, F.F., and Skulachev, V.P. Receptor regulation of senile phenoptosis. Biochemistry (Mosc.) 79(10), 994-1003 (2014).

    5. Plotnikov, E.Y., Chupurkina, A.A., Jankauskas, S.S., et al. Mechanisms of nephroprotective effect of mitochondria-targeted antioxidants under rhabdomyolysis and ischemia/reperfusion. Biochim. Biophys. Acta 1812(1), 77-86 (2011).

    6. Plotnikov, E.Y., Morosanova, M.A., Pevzner, I.B., et al. Protective effect of mitochondria-targeted antioxidants in an acute bacterial infection. Proc. Natl. Acad. Sci. USA 110(33), E3100-E3108 (2013).

    7. Skulachev, V.P., Anisimov, V.N., Antonenko, Y.N., et al. An attempt to prevent senescence: A mitochondrial approach. Biochim. Biophys. Acta 1787(5), 437-461 (2009).

    Product Citations

    Bailey, C.P., Figueroa, M., Gangadharan, A., et al. Scaffolding LSD1 inhibitors impair NK cell metabolism and cytotoxic function through depletion of glutathione. Front. Immunol. 11, 2196 (2020).