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Merck

46955

Fluorescein

suitable 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
EC Number:
219-031-8
UNSPSC Code:
12171500
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Colour Index Number:
45350
Beilstein/REAXYS Number:
94324
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Product Name

Fluorescein, suitable for fluorescence, free acid

InChI key

GNBHRKFJIUUOQI-UHFFFAOYSA-N

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

SMILES string

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

Quality Level

Gene Information

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

λmax

486.0-501.0 nm

fluorescence

λex 490 nm; λem 514 nm in 0.1 M Tris pH 8.0

suitability

suitable for fluorescence

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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

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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
Rapid measurement of total antioxidant capacity in plants
Gillespie KM, et al.
Nature Protocols, 2(4), 867-867 (2007)
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)

Articles

Fluorescence quenching microscopy visualizes 2D materials like graphene and MoS2 rapidly, inexpensively, and with high fidelity.

蛍光寿命測定には、蛍光強度に基づく測定法にない利点があります。応用例として、蛍光寿命分析、蛍光寿命センシングおよび蛍光寿命イメージング(FLI)が挙げられます。

蛍光消光顕微鏡は、グラフェンやMoS2のような2次元材料を、迅速かつ安価に、高い忠実度で可視化する。

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

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