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330000

Sigma-Aldrich

Rose bengal

≥96% (HPLC), Dye content 95 %

Synonym(s):

4,5,6,7-Tetrachloro-2′,4′,5′,7′-tetraiodofluorescein disodium salt, Acid Red 94, Bengal Rose B sodium salt, Rose Bengal sodium salt

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About This Item

Empirical Formula (Hill Notation):
C20H2Cl4I4Na2O5
CAS Number:
Molecular Weight:
1017.64
Beilstein:
3645857
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

Quality Level

Assay

≥96% (HPLC)

form

solid

composition

Dye content, 95%

color

red to brown

ε (extinction coefficient)

≥ 3000 at 350-354 nm
≥12000 at 311-315 nm
≥32000 at 262-266 nm
≥32000 at 513-517 nm
≥98000 at 546-550 nm at 0.04 g/L (H2O + 1ml 1% Na2CO3)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].[Na+].[O-]C(=O)c1c(Cl)c(Cl)c(Cl)c(Cl)c1C2=C3C=C(I)C(=O)C(I)=C3Oc4c(I)c([O-])c(I)cc24

InChI

1S/C20H4Cl4I4O5.2Na/c21-10-8(9(20(31)32)11(22)13(24)12(10)23)7-3-1-5(25)16(29)14(27)18(3)33-19-4(7)2-6(26)17(30)15(19)28;;/h1-2,29H,(H,31,32);;/q;2*+1/p-2

InChI key

UWBXIFCTIZXXLS-UHFFFAOYSA-L

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General description

Rose Bengal is a red or rose color dye and is anionic in nature. It is a 4,5,6,7-tetrachloro 2′,4′,5′,7′-tetraiodo derivative of fluorescein. It is widely used to detect damage to the ocular surface epithelium in ocular surface diseases such as dry eye and herpetic keratitis. Rose Bengal has mild antiviral potency.
Rose Bengal is used to stain dead and degenerating cells and mucus.

Application

Rose Bengal has been used to evaluate acrosome integrity. It has also been used to initiate photothrombotic occlusion in blood.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the solubility of Rose Bengal, Product 330000?

    According to The Sigma-Aldrich Handbook of Stains, Dyes and Indicators, Rose Bengal is soluble in water at 100 mg/mL, ethanol at 30 mg/mL and 2-methoxyethanol at 60 mg/mL. Conn's Biological Stains (10th Edition) states Rose Bengal has a solubility of 36% in water and 8% in ethanol.

  6. What types of applications can Product 330000, Rose bengal be used for?

    According to the literature, Rose bengal has been used in a used in neutrophil adherence test and as a generator of singlet oxygen when exposed to laser energy. See: McKinnon, J. , Expt. Med., 164, 1864, (1986) and Gamble and Vadas, Science, 242, 97, (1988).

  7. What is the quantum yield of Rose bengal, Product 330000?

    According to the literature, the quantum yield of Rose bengal is 0.11. See: Seybold, P.G., et al., Calorimetric, photometric and lifetime determinations of fluorescence yields of fluorescein dyes, Photochem. Photobiol., 9, 229-242 (1969).

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