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Merck

F6377

Fluorescein sodium salt

Powder

Synonym(s):

Acid Yellow 73, D&C;Yellow No. 8, NaFl, NaFluo, Sodium fluorescein, Uranine

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About This Item

Empirical Formula (Hill Notation):
C20H10Na2O5
CAS Number:
518-47-8
Molecular Weight:
376.27
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
24894907
EC Number:
208-253-0
MDL number:
MFCD00167039
Colour Index Number:
45350
Beilstein/REAXYS Number:
3833041

Product Name

Fluorescein sodium salt, used as fluorescent tracer

InChI

1S/C20H12O5.2Na/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;;/q;2*+1/p-2

SMILES string

[Na+].[Na+].[O-]c1ccc2c(Oc3cc([O-])ccc3C24OC(=O)c5ccccc45)c1

InChI key

RGPLGPBQJOQFJS-UHFFFAOYSA-L

form

powder

technique(s)

titration: suitable

pH

8.3 (20 °C, 10 g/L)

mp

>300 °C

solubility

H2O: 1 mg/mL

density

0.78 g/cm3 at 29.6 °C (85.3 °F at 699.7 hPa)

fluorescence

λex 460 nm; λem 515 nm(lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Quality Level

200

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Application

Fluorescein sodium salt has been used as a solute to study microvessel permeability. It has been used as a test molecule to study blood barrier penetration.
Water soluble fluorescent dye used in permeability and vascular perfusion studies due to its small molecular radius. Sodium fluorescein is used as a fluorescent tracer to study blood-brain barrier (BBB) and blood-spinal cord barrier (BSCB) permeability in rodent models. The dye was used as a probe substrate in the study of organic anion transporting polypeptide (OATP) mediated drug transport in hepatocytes. Sodium fluorescein was also used to monitor in situ solute transportation into bone through fluorescence recovery after photobleaching (FRAP).

General description

Fluorescein is a xanthene dye and is a common labeling agent in biology.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

423.7 °F - Pensky-Martens closed cup

flash_point_c

217.6 °C - Pensky-Martens closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT4768
SHBT1100
SHBT1191
SHBS4261
SHBS8999

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The acute and chronic toxicity of two xanthene dyes, fluorescein sodium salt and phloxine B, to Daphnia pulex.
Walthall WK and Stark JD.
Environmental Pollution (Barking, Essex : 1987), 104(2), 207-215 (1999)
Advanced Fluorescence Reporters in Chemistry and Biology I: Fundamentals and Molecular Design (2010)
Dimitris N Xanthos et al.
Molecular pain, 8, 44-44 (2012-06-21)
Changes in the blood-central nervous system barriers occur under pathological conditions including inflammation and contribute to central manifestations of various diseases. After short-lasting peripheral and neurogenic inflammation, the evidence is mixed whether there are consistent blood-spinal cord changes. In the
The determination of the conduction mechanism and optical band gap of fluorescein sodium salt.
Yakuphanoglu F, et al.
Physica B: Condensed Matter, 382(1), 21-25 (2006)
Liyun Wang et al.
Proceedings of the National Academy of Sciences of the United States of America, 102(33), 11911-11916 (2005-08-10)
Solute transport through the bone lacunar-canalicular system is believed to be essential for osteocyte survival and function but has proved difficult to measure. We report an approach that permits direct measurement of real-time solute movement in intact bones. By using
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