
Tetramethylrhodamine methyl ester perchlorate | CAS 115532-50-8
| Catalog Number | A16-0053 |
| Category | Mitochondrial Fluorescent Probes |
| Molecular Formula | C25H25N2O3·ClO4 |
| Molecular Weight | 500.9 |
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Product Introduction
Tetramethylrhodamine methyl ester perchlorate is a lipophilic cationic dye that features a xanthene-based chromophore, enabling its use as a mitochondrial probe in fluorescence microscopy. Its ester functionality facilitates cellular uptake, allowing it to accumulate within mitochondria where it can participate in the visualization of mitochondrial membrane potential changes. Exhibiting strong absorption and fluorescence emission in the visible spectrum, this compound is incorporated into assays for monitoring mitochondrial dynamics and bioenergetics in live cell imaging studies.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | TMRM Perchlorate; TMR methyl ester perchlorate; 3,6-bis(dimethylamino)-9-[2-(methoxycarbonyl)phenyl]-xanthylium perchlorate |
| Purity | ≥98% |
| IUPAC Name | [6-(dimethylamino)-9-(2-methoxycarbonylphenyl)xanthen-3-ylidene]-dimethylazanium;perchlorate |
| SMILES | CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=CC=CC=C4C(=O)OC.[O-]Cl(=O)(=O)=O |
| InChI | InChI=1S/C25H25N2O3.ClHO4/c1-26(2)16-10-12-20-22(14-16)30-23-15-17(27(3)4)11-13-21(23)24(20)18-8-6-7-9-19(18)25(28)29-5;2-1(3,4)5/h6-15H,1-5H3;(H,2,3,4,5)/q+1;/p-1 |
| InChIKey | PFYWPQMAWCYNGW-UHFFFAOYSA-M |
| Appearance | Solid Powder |
Product Specification
| Excitation | 515, 555 nm |
| Emission | 575 nm |
| Storage | Store at -20°C |
| Signal | Warning |
| GHSHazardStatements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Application
Tetramethylrhodamine methyl ester perchlorate is a red-fluorescent rhodamine dye supplied in a cell-permeant ester form, widely used for fluorescent labeling and mitochondrial-leaning uptake in microscopy workflows. After intracellular ester hydrolysis, the dye becomes more polar and retains fluorescence for imaging of cellular structures and general cytoplasmic staining. Its strong absorption/emission in the orange-red range also makes it a common building block for fluorescence-based assays and labeling controls.
1. Fluorescence Microscopy Labeling
Tetramethylrhodamine methyl ester perchlorate is frequently used by cell biology laboratories as a staining reagent for fluorescence microscopy, where red-emitting signal is collected to visualize stained cells and subcellular distribution patterns. Researchers use it to track dye uptake and intracellular retention during time-course experiments, including washout and incubation studies that require a robust, bright fluorophore for imaging on standard epifluorescence and confocal systems. The ester format helps enable efficient loading in many microscopy staining protocols, making it a practical choice for routine imaging and comparative experiments across experimental conditions.
2. Mitochondrial Uptake Imaging
Tetramethylrhodamine methyl ester perchlorate is commonly applied in mitochondrial-leaning imaging experiments, where red fluorescence is used as an intracellular localization readout to support studies of mitochondrial-associated staining patterns. In practice, researchers employ it to generate spatial maps of dye accumulation within cells and to compare relative staining intensity across treatments, enabling visualization workflows that rely on a stable rhodamine emission signal. This use is particularly common in microscopy-based assays designed to monitor changes in intracellular distribution that affect dye retention and fluorescence intensity.
3. Flow Cytometry Fluorescent Staining
Tetramethylrhodamine methyl ester perchlorate is used in flow cytometry workflows as a fluorescent staining reagent for measuring red fluorescence intensity in cell populations. Many groups incorporate the dye into labeling panels where a bright red channel is required for quantitative comparison of stained versus unstained cells, including incubation-dependent loading experiments and staining controls for gating strategies. Its strong fluorescence output supports single-cell analysis where researchers need consistent signal from a dye that performs reliably in suspension-based staining and readout.
4. Fluorescence-Based Assay Controls
Tetramethylrhodamine methyl ester perchlorate also appears in fluorescence assay development as a reference staining dye for assay optimization and instrument verification. Researchers use it to validate labeling steps, confirm excitation/emission alignment for red-channel detection, and establish baseline fluorescence behavior in plate-based or imaging-adjacent workflows. In these settings, the dye's predictable rhodamine fluorescence response helps teams standardize experimental conditions and troubleshoot background or staining variability during method development.
Computed Properties
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 4 |
| Exact Mass | 500.1350288 g/mol |
| Monoisotopic Mass | 500.1350288 g/mol |
| Topological Polar Surface Area | 116Ų |
| Heavy Atom Count | 35 |
| Formal Charge | 0 |
| Complexity | 868 |
| 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 |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114480254-A | In vitro surrogate model of hepatotoxicity constructed by HepaRG and HepG2 and its construction method and application | 2022-02-25 |
| WO-2022251654-A1 | Mitoneet ligands for use in protection from tissue ischemic reperfusion injury | 2021-05-28 |
| KR-20220159831-A | A mitocondrial-targeting nucleopeptide and a pharmaceutical composition for preventing or treating cancer comprising the same | 2021-05-26 |
| KR-20220146154-A | Composition for preventing or treating mitochondrial dysfunction―diseases containing isoquinoline derivative compound as an active ingredient | 2021-04-23 |
| WO-2022225108-A1 | Composition for preventing or treating diseases caused by mitochondrial dysfunction, containing isoquinoline derivative compound as active ingredient | 2021-04-23 |
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