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115532-52-0

115532-52-0 Structure

115532-52-0 Structure
IdentificationBack Directory
[Name]

TMRE
[CAS]

115532-52-0
[Synonyms]

TMRE
T 669
TMRE, PERCHLORATE
3,6-Bis(dimethylamino)
xanthylium perchlorate
TETRAMETHYLRHODAMINE ETHYL ESTER PERCHLORATE
TMRE [TetraMethylrhodaMine, ethyl ester, perchlorate]
TMRE [Tetramethylrhodamine ethyl ester] *CAS#: 115532-52-0*
3,6-bis(diMethylaMino)-9-(2-(ethoxycarbonyl)phenyl)xanthyliuM
3,6-Bis(diMethylaMino)-9-(2-(ethoxycarbonyl)phenyl)xanthyliuM perchlorate
XanthyliuM, 3,6-bis(diMethylaMino)-9-[2-(ethoxycarbonyl)phenyl]-, perchlorate (1:1)
[6-(dimethylamino)-9-(2-ethoxycarbonylphenyl)xanthen-3-ylidene]-dimethylazanium,perchlorate
[Molecular Formula]

C26H27ClN2O7
[MDL Number]

MFCD00467973
[MOL File]

115532-52-0.mol
[Molecular Weight]

514.95
Chemical PropertiesBack Directory
[Melting point ]

264–266℃
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMSO: soluble
[form ]

crystals
[color ]

Dark green
[Appearance]

dark colored solid
[λmax]

549 nm
[Biological Applications]

Detecting mitochondrial membrane potential; apoptosis assays; multidrug resistance assays
[Major Application]

Semi-conducting polymer nanoparticles
[InChIKey]

NBAOBNBFGNQAEJ-UHFFFAOYSA-M
[SMILES]

Cl([O-])(=O)(=O)=O.C(C1C=CC=CC=1C1C2=CC=C(N(C)C)C=C2[O+]=C2C=C(N(C)C)C=CC=12)(=O)OCC
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H332-H315-H319
[Precautionary statements ]

P261-P264-P301+P312-P302+P352-P304+P340+P312-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

20/22-36/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[F ]

8-10
[Storage Class]

13 - Non Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
Hazard InformationBack Directory
[Description]

TMRE is widely used for labeling mitochondria in live cells but not compatible with fixation. This lipophilic and positively charged dye rapidly permeates plasma membrane without interacting with membrane proteins and forming aggregates. TMRE selectively accumulates in active mitochondria due to their transmembrane potential.


In addition to staining mitochondria for imaging purposes, TMRE is used for quantitative measurements of mitochondria membrane potential using Nernst equation. The dye serves as a tool to study mitochondrial function changes and cell viability in response to stimuli or pharmaceuticals of interest. Mitochondrial depolarization caused by apoptosis, necrosis or other factors is characterized by decreased membrane potential and is indicated with decreased fluorescence compared to intact cells that have polarized mitochondria.


TMRE applications include fluorescent microscopy, flow cytometry, microplate assays. The dye has an excitation maximum at 549 nm: it can be effectively excited by the blue (488 nm) or yellow-green (561 nm) lasers. Emission of the dye can be detected in PE channel (maximum at 574 nm).

[Uses]

Tetramethylrhodamine Ethyl Ester Perchlorate is a fluorescent probe which is used in measuring membrane potential changes in mitochondria.
[Definition]

ChEBI: Tetramethylrhodamine ethyl ester perchlorate is an organic perchlorate salt that has tetramethylrhodamine ethyl ester(1+) as the cation. It is used as a cell-permeant, cationic, red-orange fluorescent dye that is readily sequestered by active mitochondria. It has a role as a fluorochrome and a reagent. It is a xanthene dye and an organic perchlorate salt. It contains a tetramethylrhodamine ethyl ester(1+).
[Abs/Em Maxima]

552/575 nm
[Excitation / Emission Maximum]

550 nm/575 nm
Spectrum DetailBack Directory
[Spectrum Detail]

TMRE(115532-52-0)1HNMR
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