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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:
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

Key Documents

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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

100

Gene Information

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

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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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
GHS07

signalword

Warning

hcodes

H319

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)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

46955-BULK-F: + 46955-250MG-F: + 46955-500G-F: + 46955-1G-F: + 46955-VAR-F: + 46955-100G-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV8435
BCBV9534
BCBV5681
BCBQ8001V
BCBP5200V

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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
Microfluidic gut-on-a-chip with three-dimensional villi structure
Shim KY, et al.
Biomedical Microdevices, 19(2), 37-37 (2017)
Diagnostic agents
Robert-Gnansia E
Drugs During Pregnancy and Lactation, 502-513 (2007)
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Articles

Fluorescence Lifetime Measurement

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

蛍光寿命測定

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。

蛍光消光顕微鏡法：

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 Quenching Microscopy

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

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