Available from stock

Rhodamine 123 (chloride)

SKU: R0011

Category: Fluorescent Detection

Synonyms: 2-(6-Amino-3-imino-3H-xanthen-9-yl)benzoic acid methyl ester; 62669-70-9
CAS-Number: C₂₁H₁₇N₂O₃.Cl
Molecular Formula: 380.83
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥85% (HPLC)
Appearance: Red to very dark red-brown powder
Identity: 1H-NMR

Properties

Solvents: ethanol (10mg/ml) or DMSO (10mg/ml)

Documentation

Safety Data Sheet (SDS): CDX R0011 MSDS.pdf

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Transportation: Not dangerous goods

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. It is possible to use rhodamine 123 for detecting cancer cells since it is selectively localized in cancer cells, and its fluorescence is closely related to the alterations in mitochondrial distribution. Rhodamine 123 also accumulates within mitochondria due to its positive charge and can inhibit oxidative phosphorylation. Rhodamine 123 is a popular green fluorescent mitochondrial dye that stains mitochondria in living cells in a membrane potential-dependent fashion. It is utilized for staining a wide variety of cells, including plant cells and bacteria. Like JC-1, rhodamine 123 is used for measuring mitochondrial membrane potential besides its selective mitochondrial staining. It is widely used in flow cytometry studies. Functional assays for MDR proteins are better prognostic indicators in cancer therapy than levels of MDR protein expression. The spectral properties of rhodamine 123 similar to those of FITC make the use of rhodamine 123 quite convenient as almost all fluorescence instruments are equipped with excitation source and filter set of FITC. Rhodamine 123 can be used in multiparameter analyses without fluorescence interference in combination with common protein labeling dyes such as PE-Cy5 and AMCA. Spectral Data: Absorbance, 497nm. ?Ex/?Em (MeOH) = 507/529nm.
Smiles: NC1=CC2=[O+]C3=C(C(C4=CC=CC=C4C(OC)=O)=C2C=C1)C=CC(N)=C3.[Cl-]
InChi Key: MYFATKRONKHHQL-UHFFFAOYSA-N
References: (1) L.V. Johnson, et al., PNAS 77, 990 (1980) , (2) S.D. Bernal, et al., Science 218, 1117 (1982) , (3) X. Ronot, et al., Biol. Cell 57, 1 (1986) (Review) , (4) J.M. Millot,et al., Cytometry 17, 50 (1994) , (5) G.A.Challen & M.H. Little, Stem Cells 24(1), 3-12 (2006) , (6) K.A. Foster, et al., Prog. Neurobiol. 79(3), 136-171 (2006) , (7) T. Suzuki, et al., Acta Histochem. Cytochem. 40, 131 (2007) , (8) C. Ferlini & G. Scambia, Nat. Protoc. 2, 3111 (2007) , (9) S. Kahlert, et al., J. Neurosci. Methods 171, 87 (2008) , (10) L.H. Cygalova, et al., J. Pharmacol. Exp. Ther. 331, 1118 (2009) , (11) V. Munic, et al., Eur. J. Pharm. Sci. 41, 86 (2010) , (12) S. Forster, et al., PLoS One 7, e33253 (2012) , (13) E. Jouan, et al., Fundam. Clin. Pharmacol. 28, 65 (2014) , (14) A.M. Al-Mohizea, et al., Pak. J. Pharm. Sci. 28, 617 (2015) , (15) H. Itoh, et al., Biomed. Rep. 7, 73 (2017) , (16) L.D. Zorova, et al., Int. J. Mol. Sci. 23, 482 (2022)
InChi: 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

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. It is possible to use rhodamine 123 for detecting cancer cells since it is selectively localized in cancer cells, and its fluorescence is closely related to the alterations in mitochondrial distribution. Rhodamine 123 also accumulates within mitochondria due to its positive charge and can inhibit oxidative phosphorylation. Rhodamine 123 is a popular green fluorescent mitochondrial dye that stains mitochondria in living cells in a membrane potential-dependent fashion. It is utilized for staining a wide variety of cells, including plant cells and bacteria. Like JC-1, rhodamine 123 is used for measuring mitochondrial membrane potential besides its selective mitochondrial staining. It is widely used in flow cytometry studies. Functional assays for MDR proteins are better prognostic indicators in cancer therapy than levels of MDR protein expression. The spectral properties of rhodamine 123 similar to those of FITC make the use of rhodamine 123 quite convenient as almost all fluorescence instruments are equipped with excitation source and filter set of FITC. Rhodamine 123 can be used in multiparameter analyses without fluorescence interference in combination with common protein labeling dyes such as PE-Cy5 and AMCA. Spectral Data: Absorbance, 497nm. ?Ex/?Em (MeOH) = 507/529nm.

SKU: R0011 Category: Fluorescent Detection

Additional information

Additional information

Synonyms	2-(6-Amino-3-imino-3H-xanthen-9-yl)benzoic acid methyl ester
Purity	≥85% (HPLC)
Appearance	Red to very dark red-brown powder
CAS-Number	62669-70-9
Molecular Formula	C21H17N2O3.Cl
Molecular Weight	380.83
Identity	1H-NMR
Solvents	ethanol (10mg/ml) or DMSO (10mg/ml)
Smiles	NC1=CC2=[O+]C3=C(C(C4=CC=CC=C4C(OC)=O)=C2C=C1)C=CC(N)=C3.[Cl-]
InChi Key	MYFATKRONKHHQL-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) L.V. Johnson, et al., PNAS 77, 990 (1980), (2) S.D. Bernal, et al., Science 218, 1117 (1982), (3) X. Ronot, et al., Biol. Cell 57, 1 (1986) (Review), (4) J.M. Millot,et al., Cytometry 17, 50 (1994), (5) G.A.Challen & M.H. Little, Stem Cells 24(1), 3-12 (2006), (6) K.A. Foster, et al., Prog. Neurobiol. 79(3), 136-171 (2006), (7) T. Suzuki, et al., Acta Histochem. Cytochem. 40, 131 (2007), (8) C. Ferlini & G. Scambia, Nat. Protoc. 2, 3111 (2007), (9) S. Kahlert, et al., J. Neurosci. Methods 171, 87 (2008), (10) L.H. Cygalova, et al., J. Pharmacol. Exp. Ther. 331, 1118 (2009), (11) V. Munic, et al., Eur. J. Pharm. Sci. 41, 86 (2010), (12) S. Forster, et al., PLoS One 7, e33253 (2012), (13) E. Jouan, et al., Fundam. Clin. Pharmacol. 28, 65 (2014), (14) A.M. Al-Mohizea, et al., Pak. J. Pharm. Sci. 28, 617 (2015), (15) H. Itoh, et al., Biomed. Rep. 7, 73 (2017), (16) L.D. Zorova, et al., Int. J. Mol. Sci. 23, 482 (2022)
InChi	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
Quantity	10 mg, 50 mg, Bulk