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Rhodamine 123

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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
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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
λmax
501 nm, 507 nm
BRN 
6030951
Stability:
Hygroscopic
Major Application
Colored bubbles; color filters; liquid crystal displays; light-emitting diodes; luminescent materials;nanophotonic composites; paints; semiconductor electrodes;solar cells
Biological Applications
Measuring 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
InChIKey
MYFATKRONKHHQL-UHFFFAOYSA-N
CAS DataBase Reference
62669-70-9(CAS DataBase Reference)
EPA Substance Registry System
Xanthylium, 3,6-diamino-9-[2-(methoxycarbonyl)phenyl]-, chloride (62669-70-9)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
ZE0883000
HS Code 
32049010

MSDS

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Rhodamine 123 Usage And Synthesis

Description

Rhodamine 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 Properties

red-brown to brown or dark green powder

Uses

Rhodamine derivative, a fluoresent dye-labeled compound.

Uses

Fluorescent dye most commonly used as functional reporter in flow cytometry.

Uses

Useful as a laser dye and to have selective cell growth effects. Mitochondrial specific fluorescent dye and substrate for P-glycoprotein.

Uses

Rhodamine-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).

Uses

Rhodamine-123 lycoprotein (P-gp) functional efflux activity in vivo. Rhodamine-123 PE-Cy5 and AMCA (7-amino-4-methylcoumarin-3-acetic acid).

in vitro

rhodamine 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.

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