Pyranine

Pyranine

Skeletal formula of pyranine
Space-filling model of pyranine as a sodium salt
Names
IUPAC name trisodium 8-hydroxypyrene-1,3,6-trisulfonate
Other names 8-hydroxypyrene-1,3,6-trisulfonic acid, Solvent Green 7, HPTS, sulfonated hydroxy pyrene trisodium salt
Identifiers
CAS Number	6358-69-6 Y
EC Number	228-783-6
Jmol 3D model	Interactive image
PubChem	4136521
SMILES C1=CC2=C3C(=C(C=C2S(=O)(=O)[O-])S(=O)(=O)[O-])C=CC4=C(C=C(C1=C43)O)S(=O)(=O)[O-].[Na+].[Na+].[Na+]
Properties
Chemical formula	C16H7Na3O10S3
Molar mass	524.37
Appearance	yellow-green crystalline powder
Solubility in water	Soluble
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Pyranine is a hydrophilic, pH-sensitive fluorescent dye from the group of chemicals known as arylsulfonates. Pyranine is soluble in water and has applications as a coloring agent, biological stain, optical detecting reagent, and a pH indicator. One example would be the measurement of intracellular pH. Pyranine is also found in yellow highlighters, giving them their characteristic fluorescence and bright yellow-green colour. It is also found in some types of soap.

Synthesis

It is synthesized from pyrenetetrasulfonic acid and a solution of sodium hydroxide in water under reflux. The trisodium salt crystallizes as yellow needles when adding an aqueous solution of sodium chloride.

See also

• Fluorescein
• Fluorescence

External links

• CTD's Pyranine page from the Comparative Toxicogenomics Database