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46955

Fluorescein

Name: Fluorescein
Brand: SIGMA

free acid

Synonym(s):

Acid Yellow 73

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₁₂O₅

CAS Number:

2321-07-5

Molecular Weight:

332.31

EC Number:

219-031-8

UNSPSC Code:

12171500

NACRES:

NA.32

PubChem Substance ID:

329757275

MDL number:

MFCD00005050

Colour Index Number:

45350

Beilstein/REAXYS Number:

94324

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Properties

Quality Level

100

assay

>95.0% (HPLC)

form

powder or crystals

mol wt

332.31 g/mol

concentration

≤100% (2-(6-hydroxy-3-oxo-(3H)-xanthen-9-yl)benzoic acid)

technique(s)

titration: suitable

color

red

mp

320 °C

solubility

methanol: 0.1 g/10 mL, orange to very deep orange

λ_max

486.0-501.0 nm

fluorescence

λ_ex 490 nm; λ_em 514 nm in 0.1 M Tris pH 8.0

suitability

suitable for fluorescence

SMILES string

Oc1ccc2c(Oc3cc(O)ccc3C24OC(=O)c5ccccc45)c1

InChI

1S/C20H12O5/c21-11-5-7-15-17(9-11)24-18-10-12(22)6-8-16(18)20(15)14-4-2-1-3-13(14)19(23)25-20/h1-10,21-22H

InChI key

GNBHRKFJIUUOQI-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770), PTPRF(5792)

Description

General description

Fluorescein dye is the most commonly used fluorescent probe. It is used to stain epithelial defects and analyse the integrity of corneal epithelium. Fluorescein is used in the diagnosis of corneal perforation. Oral or intravenous fluorescein is used in fluorescein angiography to detect diabetic retinopathy and choroidal neovascular membrane.

Application

Fluorescein has been used:

in the permeability assay of Caco-2 cells
to test its suitability to serve as lifetime fluorescence standards
as a fluorophore for the fast recovery of fluorescence peaks and fluorophore concentration in the presence of hemoglobin
as a fluorescent probe in oxygen radical absorbance capacity (ORAC) assay