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Tetramethylrhodamine ethyl ester perchlorate | CAS 115532-52-0
| Catalog Number | A16-0054 |
| Category | Mitochondrial Fluorescent Probes |
| Molecular Formula | C26H27ClN2O7 |
| Molecular Weight | 514.95 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A16-0054 | 100 mg | $299 | |
| A16-0054 | 1 g | $1299 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Tetramethylrhodamine ethyl ester (TMRE) perchlorate is a cell-permeant red fluorescent probe commonly used to monitor membrane potential of mitochondria using live cell fluorescence microscopy and flow cytometry. TMRE is a lipophilic cation accumulated by mitochondria and exhibits a red shift in the emission of 575 nm. However, when the membrane is depolarized, as in apoptosis, TMRE is not accumulated in the mitochondria. Thus, the strength of the fluorescence signal in mitochondria is used to assess cell viability.
Chemical Information
Product Specification
Application
QC Data
Computed Properties
Literatures
Patents
| Synonyms | TMRE Perchlorate; TMR ethyl ester perchlorate; 3,6-bis(dimethylamino)-9-[2-(ethoxycarbonyl)phenyl]-xanthylium perchlorate |
| Purity | ≥95% |
| IUPAC Name | [6-(dimethylamino)-9-(2-ethoxycarbonylphenyl)xanthen-3-ylidene]-dimethylazanium;perchlorate |
| Canonical SMILES | CCOC(=O)C1=CC=CC=C1C2=C3C=CC(=[N+](C)C)C=C3OC4=C2C=CC(=C4)N(C)C.[O-]Cl(=O)(=O)=O |
| InChI | InChI=1S/C26H27N2O3.ClHO4/c1-6-30-26(29)20-10-8-7-9-19(20)25-21-13-11-17(27(2)3)15-23(21)31-24-16-18(28(4)5)12-14-22(24)25;2-1(3,4)5/h7-16H,6H2,1-5H3;(H,2,3,4,5)/q+1;/p-1 |
| InChIKey | NBAOBNBFGNQAEJ-UHFFFAOYSA-M |
| Appearance | Brown to Black Solid |
| Excitation | 550 nm |
| Emission | 575 nm |
| Storage | Store at -20°C |
| Signal | Warning |
| GHSHazardStatements | H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Tetramethylrhodamine ethyl ester perchlorate (TMRE) is a fluorescent dye commonly utilized in various biological assays. Here are four key applications of TMRE:
Mitochondrial Membrane Potential Assays: Within the realm of cellular biology, TMRE serves as a pivotal tool for quantifying the mitochondrial membrane potential in living cells. By preferentially accumulating in active mitochondria, TMRE fluorescence enables researchers to gauge mitochondrial health and functionality. This capability holds significant importance for investigations into cellular metabolism, apoptosis, and mitochondrial disorders, shedding light on the intricate workings of these vital organelles.
Flow Cytometry: In the domain of flow cytometry, TMRE emerges as a critical component for analyzing and segregating cells based on their mitochondrial membrane potential. Cells boasting a high mitochondrial membrane potential exhibit heightened TMRE fluorescence, facilitating the discrimination between healthy and compromised cellular populations. This application plays a crucial role in ensuring cellular quality control and finds widespread utility across diverse biomedical research disciplines, enriching our understanding of cellular physiology.
Live Cell Imaging: Delving into the dynamic realm of live cell imaging, TMRE takes center stage by enabling the visualization and real-time tracking of mitochondrial behavior. Through the staining of mitochondria with TMRE, researchers can witness and document alterations in mitochondrial morphology, distribution, and activity under varying physiological and pathological contexts. This technique offers valuable insights into the nuanced behavior of mitochondria within living cells, providing a deeper understanding of cellular dynamics and responses to external stimuli.
Drug Screening: Within the realm of pharmaceutical research, TMRE stands as a cornerstone in drug screening assays geared towards assessing the impact of compounds on mitochondrial function. By monitoring fluctuations in TMRE fluorescence, researchers can identify potential drug candidates that either uphold or disrupt the delicate balance of mitochondrial membrane potential. This application proves particularly instrumental in the development of mitochondria-targeted therapies and plays a pivotal role in toxicology studies, driving innovation in drug discovery and safety assessment practices.
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 5 |
| Exact Mass | 514.1506789 g/mol |
| Monoisotopic Mass | 514.1506789 g/mol |
| Topological Polar Surface Area | 116Ų |
| Heavy Atom Count | 36 |
| Formal Charge | 0 |
| Complexity | 884 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 2 |
| Compound Is Canonicalized | Yes |
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 5026 | 1975-12-01 | [Effect of increasing doses of dopamine on the left ventricular function in the dog] | Annales de l'anesthesiologie francaise |
| Publication Number | Title | Priority Date |
|---|---|---|
| KR-20220017557-A | Stem cell having improved hypoxia adaptation and therapeutic potential by induction of BICD1 expression and method for preparing the same, and cell therapeutic composition comprising the same | 2020-08-04 |
| KR-102404092-B1 | Stem cell having improved hypoxia adaptation and therapeutic potential by induction of BICD1 expression and method for preparing the same, and cell therapeutic composition comprising the same | 2020-08-04 |
| CN-110570903-B | Medicine for improving activity of mesocerebral substantia nigra dopamine neurons and preventing and treating Parkinson's disease | 2019-08-12 |
| WO-2020243105-A1 | Methods of culturing quiescent hematopoietic stem cells and treatment methods | 2019-05-24 |
| US-2020116734-A1 | Biosensor and application of the same | 2018-10-11 |
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