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Merck

83702

Rhodamine 123

BioReagent, suitable for fluorescence, ≥85% (HPLC)

Synonym(s):

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

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About This Item

Linear Formula:
C21H17ClN2O3
CAS Number:
62669-70-9
Molecular Weight:
380.82
UNSPSC Code:
12352116
NACRES:
NA.32
PubChem Substance ID:
57652966
EC Number:
263-687-8
Beilstein/REAXYS Number:
6030951
MDL number:
MFCD00012664

Key Documents

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form

powder

InChI key

MYFATKRONKHHQL-UHFFFAOYSA-N

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

SMILES string

Cl[H].COC(=O)c1ccccc1C2=C3C=CC(=N)C=C3Oc4cc(N)ccc24

product line

BioReagent

assay

≥85% (HPLC)

impurities

≤10% water

solubility

ethanol: 20 mg/mL, clear, red

suitability

in accordance for fluorescence, suitable for fluorescence

Quality Level

100

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General description

Rhodamine 123 is a fluorescent dye.

Application

Rhodamine 123 has been used:
  • as a substrate for P-glycoprotein (P-gp) to read out functional transporter activity in fluorescent accumulation assays
  • to label the cells for estimating the P-gp expression by flow cytometry
  • in transport studies, was added to the apical to basolateral (AB-transport) or basolateral to apical (BA-transport)
  • the detection of mitochondrial membrane potential (ΔΨm)

Biochem/physiol Actions

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.
Rhodamine 123 is usually used as a functional reporter for P-glycoprotein (P-gp) in flow cytometry.

Other Notes

Supravital mitochondrial-specific dye

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG4466
BCCB7631
BCBX5966
BCBT8666
BCBR5419V

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Archives of Biochemistry and Biophysics, 604, 74-85 (2016)
Evidence of apoptosis in Raillietina echinobothrida induced by methanolic extracts of three traditional medicinal plants of Northeast India
Giri BR, et al.
Experimental Parasitology, 134(4), 466-473 (2013)
L Benel et al.
Basic and applied histochemistry, 33(2), 71-80 (1989-01-01)
The use of the supravital mitochondrial-specific dye Rhodamine 123 (Rh 123) in combination with flow cytometry permits the monitoring of the changes in the mitochondrial transmembrane potential, reflecting the overall mitochondrial activity of the living cell. While this probe appears
Fumihiko Takeuchi et al.
PloS one, 10(7), e0132030-e0132030 (2015-07-07)
The Myxozoa are oligo-cellular parasites with alternate hosts--fish and annelid worms--and some myxozoan species harm farmed fish. The phylum Myxozoa, comprising 2,100 species, was difficult to position in the tree of life, due to its fast evolutionary rate. Recent phylogenomic
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