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Merck

46955

Fluorescein

free acid

Sinónimos:

Acid Yellow 73

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Fórmula empírica (notación de Hill):
C20H12O5
Número CAS:
Peso molecular:
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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Quality Level

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

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

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



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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Clase de almacenamiento

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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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)
Testing Fluorescence Lifetime Standards using Two-Photon Excitation and Time-Domain Instrumentation: Fluorescein, Quinine Sulfate and Green Fluorescent Protein
Kristoffersen AS, et al.
Journal of Fluorescence, 28(5), 1065-1073 (2018)
Hirofumi Shoda et al.
Arthritis & rheumatology (Hoboken, N.J.), 67(5), 1171-1181 (2015-03-18)
The balance between effector and regulatory CD4+ T cells plays a key role in the pathogenesis of rheumatoid arthritis (RA). The aim of this study was to examine whether the RA autoantigen BiP has epitopes for both effector and regulatory