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Merck

SML0737

MitoTEMPO

≥98% (HPLC), powder, antioxidant

Synonym(s):

(2-(2,2,6,6-Tetramethylpiperidin-1-oxyl-4-ylamino)-2-oxoethyl)triphenylphosphonium chloride, Mito-TEMPO

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About This Item

Empirical Formula (Hill Notation):
C29H35N2O2P · Cl
CAS Number:
1334850-99-5
Molecular Weight:
510.03
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated, protect from light

Key Documents

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Product Name

MitoTEMPO, ≥98% (HPLC)

SMILES string

[P+](CC(=O)NC4CC(N(C(C4)(C)C)[O])(C)C)(c3ccccc3)(c2ccccc2)c1ccccc1.[Cl-]

InChI

1S/C29H34N2O2P.ClH/c1-28(2)20-23(21-29(3,4)31(28)33)30-27(32)22-34(24-14-8-5-9-15-24,25-16-10-6-11-17-25)26-18-12-7-13-19-26;/h5-19,23H,20-22H2,1-4H3;1H

InChI key

WKKFJIJNGHNQQW-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated, protect from light

color

white to light brown

solubility

H2O: 10 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Application

MitoTEMPO has been used as a mitochondria-targeted antioxidant.

Biochem/physiol Actions

MitoTEMPO is a mitochondrially targeted antioxidant, a specific scavenger of mitochondrial superoxide.
MitoTEMPO is a mitochondrially targeted antioxidant, a specific scavenger of mitochondrial superoxide. MitoTEMPO is a combination of the antioxidant piperidine nitroxide TEMPO with the lipophilic cation triphenylphosphonium, giving MitoTEMPO the ability to pass through lipid bilayers with ease and accumulate several hundred-fold in mitochondria. Mitochondrial dysfunction and oxidative stress contribute to a variety of disorders involving cardiovascular, kidney, liver disorders, Parkinson′s and Alzheimer′s disease.

Other Notes

Light sensitive

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
106M4621V
115M4614V
114M4609V
094M4602V
074M4610V

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Modulation of mitochondrial antiviral signaling by human herpesvirus 8 interferon regulatory factor 1
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Journal of Virology (2016)
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Xiaoying L, et al.
Redox Biology, 508-521 (2017)
Eunice E To et al.
Antioxidants & redox signaling, 32(13), 929-942 (2019-06-14)
Aims: Reactive oxygen species (ROS) are highly reactive molecules generated in different subcellular sites or compartments, including endosomes via
Regulation of morphine-induced synaptic alterations: Role of oxidative stress, ER stress, and autophagy
Yu C, et al.
The Journal of Biological Chemistry (2016)
K Magalon et al.
Neuropharmacology, 111, 293-303 (2016-09-14)
Multiple sclerosis (MS) is a neurodegenerative disease characterized by episodes of immune attacks and oligodendrocyte death leading to demyelination and progressive functional deficits. New therapeutic strategies are needed to stimulate the spontaneous regenerative process observed in some patients. Spontaneous myelin
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