Rose Bengal (sodium salt)

Rose bengal is a xanthene dye, fluorescein derivative, and photosensitizer. It exhibits absorption/emission maxima of 548/567 nm, respectively. Rose bengal binds to S. aureus cells and decreases survival of photoirradiated S. aureus to 0.012% when used at a concentration of 1 µM. It generates singlet oxygen when exposed to photoirradiation in cell-free assays and induces potassium ion leakage from S. aureus and bovine erythrocytes in the presence of photoirradiation. Rose bengal inhibits the cytochrome P450 (CYP) isoform CYP3A4/5 and the UDP-glucuronosyltransferase (UGT) isoform UGT1A6 in human liver microsomes in a light-dependent manner, with IC50 values of 0.072 and 0.035 µM, respectively, in yellow light, 3.1 and 4.2 µM, respectively, in ambient light, and 3 and 4.2 µM, respectively, in the dark. It has been used for staining of live cells, but exhibits both intrinsic and phototoxicity.Formal 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. CAS Number: 632-69-9. Synonyms: Acid Red 94, Japan Red 105-1, Red No. 105-1. Molecular Formula: C20H2Cl4I4O5 . 2Na. Formula Weight: 1017.6. Emission: 567 nm. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: Slightly Soluble, DMSO: 10 mg/ml, Ethanol: Slightly Soluble, PBS (pH 7.2): Slightly Soluble. lambdamax: 219, 558 nm. SMILES: IC1=CC2=C(C(I)=C1[O-])OC3=C(I)C([O-])=C(I)C=C3C24C(C(Cl)=C(Cl)C(Cl)=C5Cl)=C5C(O4)=O.[Na+].[Na+]. InChi Code: InChI=1S/C20H4Cl4I4O5.2Na/c21-9-7-8(10(22)12(24)11(9)23)20(33-19(7)31)3-1-5(25)15(29)13(27)17(3)32-18-4(20)2-6(26)16(30)14(18)28,,/h1-2,29-30H,,/q,2*+1/p-2. InChi Key: KCQREHTWEUECQT-UHFFFAOYSA-L.