Rhodamine 123

Rhodamine 123 Basic information
Product Name:Rhodamine 123
Synonyms:Rhodamine methyl ester hydrochloride;Rhodamin 123 Chloride, laser grade;2-(6-Amino-3-imino-3H-xanthen-9-yl)benzoic acid methyl ester monohydrochloride;Benzoic acid, 2-(6-amino-3-imino-3H-xanthen-9-yl)-, methyl ester, monohydrochloride;Xanthylium, 3,6-diamino-9-(2-(methoxycarbonyl)phenyl)-, chloride;Rhodamine 123 ,98%;RHODAMINE 123, 99+%, PURE;Rhodamine 123, pure
CAS:62669-70-9
MF:C21H17ClN2O3
MW:380.83
EINECS:263-687-8
Product Categories:Xanthene;Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Fluorescent Labels & Indicators;ROX
Mol File:62669-70-9.mol
Rhodamine 123 Structure
Rhodamine 123 Chemical Properties
Melting point 235 °C
density 1.2224 (rough estimate)
refractive index 1.6500 (estimate)
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility ethanol: 20 mg/mL, clear, red
form Powder
color Red-brown to brown or dark green
Water Solubility Partially soluble
λmax501 nm, 507 nm
BRN 6030951
Stability:Hygroscopic
Major ApplicationColored bubbles; color filters; liquid crystal displays; light-emitting diodes; luminescent materials;nanophotonic composites; paints; semiconductor electrodes;solar cells
Biological ApplicationsMeasuring membrane potential; detecting cancer cells,spores,prostate cancer,stress biomarkers; treating disc degenerative disease,epilepsy,erectile dysfunction; apoptosis assays; tumor cell multidrug resistance assay; implantable
InChIKeyMYFATKRONKHHQL-UHFFFAOYSA-N
CAS DataBase Reference62669-70-9(CAS DataBase Reference)
EPA Substance Registry SystemXanthylium, 3,6-diamino-9-[2-(methoxycarbonyl)phenyl]-, chloride (62669-70-9)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 22-24/25
WGK Germany 3
RTECS ZE0883000
HS Code 32049010
MSDS Information
Rhodamine 123 Usage And Synthesis
DescriptionRhodamine 123 is a membrane-permeable cationic dye that is readily accumulated within living cells. It is a substrate for the efflux pump P-glycoprotein (P-gp; also known as multidrug resistance protein 1 and ABCB1) and is rapidly exported from cells with functional P-gp. As P-gp is expressed on a population of stem cells known as the side population, rhodamine 123 is used to detect this group of stem cells. Rhodamine 123 also accumulates within mitochondria due to its positive charge and can inhibit oxidative phosphorylation. Rhodamine 123 has excitation/emission maxima of 507/529 nm.
Chemical Propertiesred-brown to brown or dark green powder
UsesRhodamine derivative, a fluoresent dye-labeled compound.
UsesFluorescent dye most commonly used as functional reporter in flow cytometry.
UsesRhodamine-123 lycoprotein (P-gp) functional efflux activity in vivo. Rhodamine-123 PE-Cy5 and AMCA (7-amino-4-methylcoumarin-3-acetic acid).
UsesUseful as a laser dye and to have selective cell growth effects. Mitochondrial specific fluorescent dye and substrate for P-glycoprotein.
UsesRhodamine-123 is a fluorescent dye most commonly used in flow cytometry as functional reporter for Pgp. Rhodamine 123 (R123), as a typical of P-glycoprotein substrate, was widely used to quantify P-glycoprotein (P-gp) functional efflux activity in vivo. Rhodamine-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).
in vitrorhodamine 123, which was identified as a member of the rhodamine family of flurone dyes, was used to examine membrane transport by the abcb1 gene product, mdr1. previous study determined the λmax for excitation and emission for rhodamine 123 in commonly used solvents and extraction buffers, indicating that the fluorescence of rhodamine 123 was highly dependent on the chemical environment. the optimal parameters are 1% methanol in hbss. in addition, the uptake of rhodamine 123 into cells was via both passive and active processes, and this occurred mainly by oatp1a2-mediated transport. furthermore, this previous study quantified the intracellular sequestration and metabolism of rhodamine 123, showing that these were both cell line-dependent factors that might influence the interpretation of transport assays [1].
references[1] samantha forster et al. characterization of rhodamine-123 as a tracer dye for use in in vitro drug transport assays. plos one. 2012; 7(3): e33253.
RHODAMINE 110 Rhodamine B Methylene Chloride Rhodamine 6G Rhodamine 123 Calcium chloride Sodium chloride RHODAMINE B OCTADECYL ESTER PERCHLORATE RHODAMINE 6G TETRAFLUOROBORATE Choline chloride SULFORHODAMINE B Basic Red 1:1 PHENYL VALERATE Ammonium chloride Polyvinyl chloride Potassium chloride 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile Phenylacetic acid

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