Pyranine

Pyranine is a hydrophilic, pH-sensitive fluorescent dye from the group of chemicals known as arylsulfonates.[1][2] Pyranine is soluble in water and has applications as a coloring agent, biological stain, optical detecting reagent, and a pH indicator.[3][4] One example would be the measurement of intracellular pH.[5] 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.[6]

Pyranine
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
3D model (JSmol)
ECHA InfoCard 100.026.166
EC Number
  • 228-783-6
UNII
Properties
C16H7Na3O10S3
Molar mass 524.37 g·mol−1
Appearance Yellow-green crystalline powder
Soluble
Hazards
Main hazards XI
R-phrases (outdated) R36/37/38
S-phrases (outdated) S26-S36
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Synthesis

It is synthesized from pyrenetetrasulfonic acid and a solution of sodium hydroxide in water under reflux.[7] The trisodium salt crystallizes as yellow needles when adding an aqueous solution of sodium chloride.

See also

References
  1. "chem industry entry".
  2. "Comparative Toxicogenomics Database entry".
  3. "chemical land 21 entry".
  4. "Sci-Toys entry".
  5. "Loading pyranine via purinergic receptors Bing by Siang Gan".
  6. http://householdproducts.nlm.nih.gov/cgi-bin/household/brands?tbl=chem&id=92
  7. Tietze, Ernst; Bayer, Otto (1939). "Die Sulfosäuren des Pyrens und ihre Abkömmlinge". Justus Liebig's Annalen der Chemie. 540 (1): 189–210. doi:10.1002/jlac.19395400113. ISSN 0075-4617.
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