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46955

Sigma-Aldrich

Fluorescein

for fluorescence, free acid

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Synonym(s):
Acid Yellow 73
Empirical Formula (Hill Notation):
C20H12O5
CAS Number:
Molecular Weight:
332.31
Colour Index Number:
45350
Beilstein/REAXYS Number:
94324
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.32

grade

for fluorescence

Quality Level

technique(s)

titration: suitable

fluorescence

λex 490 nm; λem 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

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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

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Shim KY, et al.
Biomedical Microdevices, 19(2), 37-37 (2017)
Diagnostic agents
Robert-Gnansia E
Drugs During Pregnancy and Lactation, 502-513 (2007)
Absorption and fluorescence properties of fluorescein
Sjoback R, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 51(6), L7-L21 (1995)
Ocular health assessment
Prokopich CL, et al.
Clinical Pediatric Nephrology, Second Edition, 221-318 (2007)
Experimental recovery of intrinsic fluorescence and fluorophore concentration in the presence of hemoglobin: spectral effect of scattering and absorption on fluorescence
Du Le VN, et al.
Journal of Biomedical Optics, 20(12), 127003-127003 (2015)

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