A membrane-permeable cationic dye
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Rhodamine 123 (chloride)

Item No. 16672

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,6-diamino-9-[2-(methoxycarbonyl)phenyl]-xanthylium, monochloride
CAS Number
62669-70-9
Synonyms
  • R-22420
  • R-302
  • RH123
Molecular Formula
C21H17N2O3 • Cl
Formula Weight
380.8
Purity
≥95%
Emission
529 nm
Excitation
507 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
0.1 M HCl: 10 mg/mlDMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/ml
SMILES
NC1=CC2=[O+]C3=C(C(C4=CC=CC=C4C(OC)=O)=C2C=C1)C=CC(N)=C3.[Cl-]
InChi Code
InChI=1S/C21H17N2O3.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;/h2-11H,22-23H2,1H3;1H/q+1;/p-1
InChi Key
TUFFYSFVSYUHPA-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $36

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    10 mg

    $63

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    25 mg

    $110

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    100 mg

    $336

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    Product Description

    Rhodamine 123 is a membrane-permeable cationic dye that is readily accumulated within living cells.1 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.2,3 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.3,4 Rhodamine 123 also accumulates within mitochondria due to its positive charge and can inhibit oxidative phosphorylation.1,5 Rhodamine 123 has excitation/emission maxima of 507/529 nm.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kurtoglu, M., and Lampidis, T.J. From delocalized lipophilic cations to hypoxia: Blocking tumor cell mitochondrial function leads to therapeutic gain with glycolytic inhibitors. Mol. Nutr. Food Res. 53(1), 68-75 (2009).

    2. Hegmann, E.J., Bauer, H.C., and Kerbel, R.S. Expression and functional activity of P-glycoprotein in cultured cerebral capillary endothelial cells. Cancer Res. 52(24), 6969-6975 (1992).

    3. Huls, M., Russel, F.G., and Masereeuw, R. The role of ATP binding cassette transporters in tissue defense and organ regeneration. J. Pharmacol. Exp. Ther. 328(1), 3-9 (2009).

    4. Challen, G.A., and Little, M.H. A side order of stem cells: The SP phenotype. Stem Cells 24(1), 3-12 (2006).

    5. Foster, K.A., Galeffi, F., Gerich, F.J., et al. Optical and pharmacological tools to investigate the role of mitochondria during oxidative stress and neurodegeneration. Prog. Neurobiol. 79(3), 136-171 (2006).

    6. Suzuki, T., Matsuzaki, T., Hagiwara, H., et al. Recent advances in fluorescent labeling techniques for fluorescence microscopy. Acta Histochem. Cytochem. 40(5), 131-137 (2007).

    Product Citations

    Zhang, J., Salminen, A., Yang, X., et al. Effects of 31 FDA approved small-molecule kinase inhibitors on isolated rat liver mitochondria. Arch. Toxicol. 91(8), 2921-2938 (2017).