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46955

Sigma-Aldrich

Fluorescein

for fluorescence, free acid

Synonym(s):

Acid Yellow 73

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About This Item

Empirical Formula (Hill Notation):
C20H12O5
CAS Number:
Molecular Weight:
332.31
Colour Index Number:
45350
Beilstein:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

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)

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Ocular health assessment
Prokopich CL, et al.
Clinical Pediatric Nephrology, Second Edition, 221-318 (2007)
Absorption and fluorescence properties of fluorescein
Sjoback R, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 51(6), L7-L21 (1995)
Diagnostic agents
Robert-Gnansia E
Drugs During Pregnancy and Lactation, 502-513 (2007)
Microfluidic gut-on-a-chip with three-dimensional villi structure
Shim KY, et al.
Biomedical Microdevices, 19(2), 37-37 (2017)
Rapid measurement of total antioxidant capacity in plants
Gillespie KM, et al.
Nature Protocols, 2(4), 867-867 (2007)

Articles

Fluorescence lifetime measurement is advantageous over intensity-based measurements. Applications include fluorescence lifetime assays, sensing and FLI.

Fluorescence lifetime measurement is advantageous over intensity-based measurements. Applications include fluorescence lifetime assays, sensing and FLI.

Fluorescence lifetime measurement is advantageous over intensity-based measurements. Applications include fluorescence lifetime assays, sensing and FLI.

Fluorescence lifetime measurement is advantageous over intensity-based measurements. Applications include fluorescence lifetime assays, sensing and FLI.

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