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R8004 Sigma-Aldrich

Rhodamine 123

mitochondrial specific fluorescent dye

Synonym: 2-(6-Amino-3-imino-3H-xanthen-9-yl)benzoic acid methyl ester

  • CAS Number 62669-70-9

  • Linear Formula C21H17ClN2O3

  • Molecular Weight 380.82

  •  Beilstein/REAXYS Number 6030951

  •  EC Number 263-687-8

  •  MDL number MFCD00012664

  •  PubChem Substance ID 24899403

  •  NACRES NA.47

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Properties

Related Categories Alphabetical, Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience, Detection and Quantitation,
form   powder
application(s)   hematology: suitable
  histology: suitable
solubility   ethanol: 1 mg/mL
Featured Industry   Diagnostic Assay Manufacturing
storage temp.   room temp
SMILES string   Cl[H].COC(=O)c1ccccc1C2=C3C=CC(=N)C=C3Oc4cc(N)ccc24
InChI   1S/C21H16N2O3.ClH/c1-25-21(24)15-5-3-2-4-14(15)20-16-8-6-12(22)10-18(16)26-19-11-13(23)7-9-17(19)20;/h2-11,22H,23H2,1H3;1H
InChI key   MYFATKRONKHHQL-UHFFFAOYSA-N

Description

Application

Rhodamine 123 is useful as a laser dye and to have selective cell growth effects. It has also been used to measure mitochondrial membrane potential.

Packaging

5, 25, 100 mg in glass bottle

Biochem/physiol Actions

Rhodamine 123 is a fluorescent dye most commonly used in flow cytometry as functional reporter for P-glycoprotein (Pgp). It is part of the rhodamine family of flurone dyes. The dye is mostly used to assess mitochondrial bioenergetics in living cells. Functional assays for multi-drug resistance (MDR) proteins are better prognostic indicators in cancer therapy than levels of MDR protein expression. Rh 123 can be used in multiparameter analyses without fluorescence interference in combination with common protein labeling dyes such as PE-Cy5 and AMCA (7-amino-4-methylcoumarin-3-acetic acid). Recent reports indicate Rh 123 may also be a substrate of multi-drug resistance protein-1 (MRP1).

Fluorescent dye most commonly used in flow cytometry as functional reporter for Pgp. Functional assays for MDR proteins are better prognostic indicators in cancer therapy than levels of MDR protein expression. Rh 123 can be used in multiparameter analyses without fluorescence interference in combination with common protein labeling dyes such as PE-Cy5 and AMCA (7-amino-4-methylcoumarin-3-acetic acid). Recent reports indicate Rh 123 may also be a substrate of MRP1.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
ZE0883000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
What are the excitation and emission wavelengths for Rhodamine 123, (Product Nos. 83702 and R8004)?
Using ethanol as the solvent, the excitation maximum is511 nm and the emission maximum is 534 nm.The recommended excitation and emission wavelengths in PBS are 488 and 515-575 nm, respectively.
Why would one select Rhodamine 123, products 83702 and R8004, instead of other rhodamine compounds?
Due to is comparatively low toxicity, Rhodamine 123 is the dye of choice for visualizing mitochondria or for cell viability measurements.
What is the solubility of Rhodamine 123, products 83702 and R8004?
Rhodamine 123 is soluble in ethanol at 20 mg/mL, and has been reported soluble in ether, various fats and lipids, and has limited solubility in water (no concentration given).
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Protocols & Articles

Articles

ABC Transporters and Cancer Drug Resistance

Chemotherapy is the treatment of choice against many types of cancer. However, over time chemotherapeutic drugs can become less effective due to the development of resistance that involves a group of...
BioFiles 2007, 2.4, 7.
Keywords: Absorption, Cancer, Clinical, Cloning, Combinatorial synthesis, Diseases, Enzymology, Gene expression, Genetic, Immunology, Pharmaceutical, Reductions, Transfection

Peer-Reviewed Papers
15

References

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