Rose Bengal

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Cat.No. 5168 - Rose Bengal | C20H2Cl4I4Na2O5 | CAS No. 632-69-9
Description: Potent VGlut and VMAT inhibitor; cell permeable
Chemical Name: 4,5,6,7-Tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one disodium salt
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Potent VGlut and vesicular monoamine transporter (VMAT) inhibitor (Ki values are 19 and 64 nM, respectively). Inhibits ATP dependent vesicular glutamate uptake (IC50 = 37 nM) and diminishes the amount of exocytotically released glutamate in synaptosomes. Decreases synaptic transmission in the dentate gyrus. Also stains exposed epithelium in the eye. Cell permeable.

Technical Data

M. Wt 1017.64
Formula C20H2Cl4I4Na2O5
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 632-69-9
PubChem ID 32343
InChI Key UWBXIFCTIZXXLS-UHFFFAOYSA-L
Smiles O=C2C(I)=CC(C(OC3=C(I)C(O[Na])=C(I)C=C34)=C2I)=C4C1=C(C(O[Na])=O)C(Cl)=C(Cl)C(Cl)=C1Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 50.88 50
water 101.76 100

Preparing Stock Solutions

The following data is based on the product molecular weight 1017.64. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 0.98 mL 4.91 mL 9.83 mL
5 mM 0.2 mL 0.98 mL 1.97 mL
10 mM 0.1 mL 0.49 mL 0.98 mL
50 mM 0.02 mL 0.1 mL 0.2 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Pietrancosta et al (2010) Rose Bengal analogs and vesicular glutamate transporters (VGLUTs). Bioorg.Med.Chem. 18 6922 PMID: 20708942

Ogita et al (2001) Inhibition of vesicular glutamate storage and exocytotic release by Rose Bengal. J Neurochem. 77 34 PMID: 11279259

Neale et al (2013) Modulation of hippocampal synaptic transmission by the kynurenine pathway member xanthurenic acid and other VGLUT inhibitors. Neuropsychopharmacology. Neuropsychopharmacology 38 1060 PMID: 23303071

Feenstra et al (1992) What is actually stained by rose bengal? Arch.Ophthalmol. 110 984 PMID: 1637285


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