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Mitoquinone mesylate (Mitoquinone methanesulfonate)

Catalog No.GC31292

Mitoquinone mesylate (Mitoquinone methanesulfonate) es uno de los antioxidantes más utilizados que se dirigen a las mitocondrias.

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Mitoquinone mesylate (Mitoquinone methanesulfonate) Chemical Structure

Cas No.: 845959-50-4

Tamaño Precio Disponibilidad Cantidad
10mM (in 1mL DMSO)
115,00 $
Disponible
5mg
77,00 $
Disponible
10mg
130,00 $
Disponible
50mg
245,00 $
Disponible
100mg
340,00 $
Disponible

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Sample solution is provided at 25 µL, 10mM.

Product has been cited by 4 publications

Description of Mitoquinone mesylate (Mitoquinone methanesulfonate)

Mitoquinone mesylate (Mitoquinone methanesulfonate) es uno de los antioxidantes más utilizados que se dirigen a las mitocondrias. Fue desarrollado para penetrar fácilmente la barrera hematoencefálica (BBB) y las membranas neuronales, donde se concentra en varias centenas dentro de las mitocondrias, mediando la capacidad antioxidante local [1]. Dentro de la cadena de transporte de electrones (ETC), el complejo II, también conocido como succinato deshidrogenasa, reduce el grupo ubiquinona de Mitoquinone mesylate a la forma antioxidante activa ubiquinol, que elimina el exceso de ROS [2].

Mitoquinone mesylate (50 nM) redujo la fragmentación mitocondrial inducida por 6-OHDA, cuando se utilizó en la línea celular SH-SY5Y. Inhibió la proteína de fisión mitocondrial y la translocación de la proteína pro-apoptótica (Bax) en las mitocondrias [3].

El tratamiento con Mitoquinone mesylate inhibió la pérdida de neuronas dopaminérgicas y mejoró el rendimiento conductual, mostrando efectos neuroprotectores en modelos de ratones con enfermedad de Parkinson (PD) [4]. El tratamiento con Mitoquinone mesylate mejoró el control motor fino y redujo los marcadores de daño oxidativo en los músculos en un modelo de ratón con enfermedad de Huntington (HD) [5]. Mitoquinone mesylate redujo la lesión de la materia blanca, mejoró el rendimiento neurológico y disminuyó la latencia del potencial evocado motor en ratones con hemorragia intracerebral (ICH) [6].

References:
[1]. Murphy M P, Smith R A J. Targeting antioxidants to mitochondria by conjugation to lipophilic cations[J]. Annu. Rev. Pharmacol. Toxicol., 2007, 47: 629-656.
[2]. James A M, CochemÉ H M, Smith R A J, et al. Interactions of Mitochondria-targeted and Untargeted Ubiquinones with the Mitochondrial Respiratory Chain and Reactive Oxygen Species: IMPLICATIONS FOR THE USE OF EXOGENOUS UBIQUINONES AS THERAPIES AND EXPERIMENTAL TOOLS*♦[J]. Journal of Biological Chemistry, 2005, 280(22): 21295-21312.
[3]. Solesio M E, Prime T A, Logan A, et al. The mitochondria-targeted anti-oxidant MitoQ reduces aspects of mitochondrial fission in the 6-OHDA cell model of Parkinson's disease[J]. Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 2013, 1832(1): 174-182.
[4]. Pinho B R, Duarte A I, Canas P M, et al. The interplay between redox signalling and proteostasis in neurodegeneration: In vivo effects of a mitochondria-targeted antioxidant in Huntington's disease mice[J]. Free Radical Biology and Medicine, 2020, 146: 372-382.
[5]. Pinho B R, Duarte A I, Canas P M, et al. The interplay between redox signalling and proteostasis in neurodegeneration: In vivo effects of a mitochondria-targeted antioxidant in Huntington's disease mice[J]. Free Radical Biology and Medicine, 2020, 146: 372-382.
[6]. Chen W, Guo C, Jia Z, et al. Inhibition of mitochondrial ROS by MitoQ alleviates white matter injury and improves outcomes after intracerebral haemorrhage in mice[J]. Oxidative medicine and cellular longevity, 2020, 2020.

Protocol of Mitoquinone mesylate (Mitoquinone methanesulfonate)

Experimentos celulares [1]:

Líneas celulares

Células HSC-T6

Método de preparación

Mitoquinona mesilato se añadió directamente al medio de cultivo a concentraciones finales de 2 µM, 20 µM, 13 µM, 50 nM o 10 µM, respectivamente, durante 24 h.

Condiciones de reacción

2 µM, 20 µM, 13 µM, 50 nM o 10 µM durante 24 horas

Áreas de aplicación

La microscopía de fluorescencia confocal mostró que el tratamiento con mitoquinona mesilato revirtió las mitocondrias fragmentadas en HSCs activas a un estado alargado. El análisis por inmunoblot mostró una disminución significativa de Fis1 y Drp1 después del tratamiento con mitoquinona mesilato.
Experimentos con animales [2]:

Modelos animales

Ratas Wistar macho

Método de preparación

Para el estudio farmacocinético, grupos de ratas (n = 4-5) recibieron una dosis intravenosa (IV) (5 mg/kg) a través de la cánula o una dosis oral (25 mg/kg) por sonda gástrica.

Forma de dosificación

Inyección intravenosa, 5 mg/kg; oral, 25 mg/kg.

Áreas de aplicación

Después de la administración oral, la mitoquinona mesilato fue rápidamente absorbida, alcanzando una concentración plasmática de aproximadamente 25 ng/mL después de 1 h. Posteriormente, la concentración de mitoquinona mesilato fluctuó, alcanzando un máximo (Cmax) de 31.2 ± 6.9 ng/mL a las 4.0 h. Tras la administración intravenosa, la concentración plasmática de mitoquinona mesilato mostró un declive exponencial con una fase de distribución rápida seguida de una fase de eliminación más lenta.

Referencias:

[1]: Zhou Y, Long D, Zhao Y, et al. Oxidative stress-mediated mitochondrial fission promotes hepatic stellate cell activation via stimulating oxidative phosphorylation[J]. Cell death & disease, 2022, 13(8): 1-15.

[2]: Li Y, Zhang H, Fawcett J P, et al. Quantitation and metabolism of mitoquinone, a mitochondria© argeted antioxidant, in rat by liquid chromatography/tandem mass spectrometry[J]. Rapid Communications in Mass Spectrometry: An International Journal Devoted to the Rapid Dissemination of Up© o© he©Minute Research in Mass Spectrometry, 2007, 21(13): 1958-1964.

Chemical Properties of Mitoquinone mesylate (Mitoquinone methanesulfonate)

Cas No. 845959-50-4 SDF
Canonical SMILES [O-]S(=O)(C)=O.O=C(C(CCCCCCCCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)=C4C)C(OC)=C(OC)C4=O
Formula C38H47O7PS M.Wt 678.81
Solubility DMSO : 50 mg/mL (73.66 mM);Water : < 0.1 mg/mL (insoluble) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Mitoquinone mesylate (Mitoquinone methanesulfonate)

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1 mg 5 mg 10 mg
1 mM 1.4732 mL 7.3658 mL 14.7317 mL
5 mM 294.6 μL 1.4732 mL 2.9463 mL
10 mM 147.3 μL 736.6 μL 1.4732 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 37 reference(s) in Google Scholar.)

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