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R8004

Sigma-Aldrich

Rhodamine 123

mitochondrial specific fluorescent dye

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Synonym(s):
2-(6-Amino-3-imino-3H-xanthen-9-yl)benzoic acid methyl ester
Linear Formula:
C21H17ClN2O3
CAS Number:
Molecular Weight:
380.82
Beilstein/REAXYS Number:
6030951
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

form

powder

solubility

ethanol: 1 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

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

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This Item
250198121568546062
vibrant-m

R8004

Rhodamine 123

vibrant-m

250198

Methyl Red

vibrant-m

121568

Fast Garnet GBC base

vibrant-m

546062

Rhodamine 19 perchlorate

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

solubility

ethanol: 1 mg/mL

solubility

ethanol: 1 mg/mL

solubility

ethanol: 10 mg/mL, clear

solubility

-

form

powder

form

crystalline

form

powder

form

crystalline

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.

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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S D Bernal et al.
Science (New York, N.Y.), 218(4577), 1117-1119 (1982-12-10)
Rhodamine-123, a cationic laser dye, markedly reduced the clonal growth of carcinoma cells but had little effect on nontumorigenic epithelial cells in vitro. This selective inhibitory effect of Rhodamine-123 on some carcinomas is unusual since known anticancer drugs, such as
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