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SML0737

MitoTEMPO

Name: MitoTEMPO
Brand: SIGMA

≥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

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Properties

Product Name

MitoTEMPO, ≥98% (HPLC)

Quality Level

100

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

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

Description

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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Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Modulation of mitochondrial antiviral signaling by human herpesvirus 8 interferon regulatory factor 1

Young KH, et al.

Journal of Virology (2016)

Caveolin 1-related autophagy initiated by aldosterone-induced oxidation promotes liver sinusoidal endothelial cells defenestration

Xiaoying L, et al.

Redox Biology, 508-521 (2017)

Mitochondrial Reactive Oxygen Species Contribute to Pathological Inflammation During Influenza A Virus Infection in Mice.

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

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Global Trade Item Number

SKU	GTIN
SML0737-25MG	04061837101397
SML0737-5MG	04061837101403