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F6377

Sigma-Aldrich

Fluorescein sodium salt

used as fluorescent tracer

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
Colour Index Number:
45350
Beilstein/REAXYS Number:
3833041
EC Number:
208-253-0
MDL number:
MFCD00167039
UNSPSC Code:
12171500
PubChem Substance ID:
24894907
NACRES:
NA.47

Quality Level

200

form

powder

color

orange to brown

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

SMILES string

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

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

InChI key

RGPLGPBQJOQFJS-UHFFFAOYSA-L

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General description

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

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).

Storage Class

11 - Combustible Solids

wgk_germany

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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P Kozler et al.
Physiological research, 52(5), 607-614 (2003-10-11)
The aim was to study the blood-brain permeability according to the distribution in the rat brain of Evans blue (EB) and sodium fluorescein (NaFl) administered by an intracarotid injection. Eighteen animals were divided into six groups according to the state
D Montermini et al.
The Journal of physiology, 543(Pt 3), 959-975 (2002-09-17)
The permeability, P(S), to sodium fluorescein (Stokes-Einstein radius = 0.45 nm) has been measured in single mesenteric capillaries of pithed frogs and anaesthetised rats as perfusion velocity, U, was varied over a range from 400 up to 2000-10,000 microm s(-1).
R Oishi et al.
Naunyn-Schmiedeberg's archives of pharmacology, 339(1-2), 159-165 (1989-01-01)
Morphine (5 mg/kg, s.c.) caused a submaximal increase in the brain level of sodium fluorescein administered i.v. Histamine H1-antagonists, diphenhydramine and mepyramine, given either i.p. or i.c.v., had no significant influence on the effect of morphine. H2-Antagonists, cimetidine and ranitidine
In vitro model of the outer blood-retina barrier.
Steuer H
Brain Research. Brain Research Protocols, 13, 26-26 (2004)
Structural mechanisms of acute VEGF effect on microvessel permeability.
American Journal of Physiology. Heart and Circulatory Physiology, 284, H2124-H2124 (2003)
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