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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

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

Regulation of morphine-induced synaptic alterations: Role of oxidative stress, ER stress, and autophagy

Yu C, et al.

The Journal of Biological Chemistry (2016)

Liposome-Mediated Drug Delivery in Larval Zebrafish to Manipulate Macrophage Function.

Zimei Wu et al.

Zebrafish, 16(2), 171-181 (2019-02-07)

Chemical interventions are regularly used to examine and manipulate macrophage function in larval zebrafish. Given chemicals are typically administered by simple immersion or injection, it is not possible to resolve whether their impact on macrophage function is direct or indirect.

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Global Trade Item Number

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