Light green SF

Light green SF
Names
IUPAC name
ethyl-[4-[[4-[ethyl-[(3-sulfophenyl)methyl]amino]phenyl]-(4-sulfophenyl)methylene]-1-cyclohexa-2,5-dienylidene]-[(3-sulfophenyl)methyl]ammonium
Other names
Light green, acid green, lissamine green SF, acid green 5, food green 2, FD&C Green no. 2, green No. 205, acid brilliant green 5, pencil green SF
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.023.551
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KEGG
PubChem CID
UNII
InChI
  • InChI=1S/C37H36N2O9S3.2Na/c1-3-38(25-27-7-5-9-35(23-27)50(43,44)45)32-17-11-29(12-18-32)37(31-15-21-34(22-16-31)49(40,41)42)30-13-19-33(20-14-30)39(4-2)26-28-8-6-10-36(24-28)51(46,47)48;;/h5-24H,3-4,25-26H2,1-2H3,(H2-,40,41,42,43,44,45,46,47,48);;/q;2*+1/p-2 checkY
    Key: DGOBMKYRQHEFGQ-UHFFFAOYSA-L checkY
  • InChI=1/C37H36N2O9S3.2Na/c1-3-38(25-27-7-5-9-35(23-27)50(43,44)45)32-17-11-29(12-18-32)37(31-15-21-34(22-16-31)49(40,41)42)30-13-19-33(20-14-30)39(4-2)26-28-8-6-10-36(24-28)51(46,47)48;;/h5-24H,3-4,25-26H2,1-2H3,(H2-,40,41,42,43,44,45,46,47,48);;/q;2*+1/p-2
    Key: DGOBMKYRQHEFGQ-NUQVWONBAW
SMILES
  • [Na+].[Na+].[O-]S(=O)(=O)c1cccc(c1)CN(c2ccc(cc2)C(=C4C=CC(=[N+](CC)Cc3cccc(c3)S([O-])(=O)=O)C=C4)c5ccc(cc5)S([O-])(=O)=O)CC
Properties
Chemical formula
C37H36N2O9S3+
Molar mass 749.893 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Light green SF, also called C.I. 42095,[1] light green SF yellowish,[1] is a green triarylmethane dye.

Uses

Biomedical

It is used in histology for staining collagen;[2] for that purpose it is a standard dye in North America. In Masson's trichrome it is used as a counterstain to acid fuchsin. It is a component of Papanicolaou stains together with eosin Y and bismarck brown Y.[1] It usually comes as a disodium salt. Its maximum absorption is at 630 (422) nm.

The dye is not very durable — it has a tendency to fade. When fading is to be avoided, it is replaced with fast green FCF, which also has more brilliant color. Fast green FCF can also substitute light green SF in other procedures.

Lissamine green dye can be used to check the health of the anterior surfaces of the eye. It is available on a swab, which is wet with saline and then the dye is dropped into the lower fornix. The dye shows up conjunctival staining similar to rose Bengal dye but it does not sting like rose Bengal does.

Food coloring

Light green SF was once used as a green food colorant. Its use in the U.S. was discontinued due to its low popularity.[3]

References

  1. 1 2 3 Lillie, Ralph Dougall (1977). H. J. Conn's Biological stains (9th ed.). Baltimore: Williams & Wilkins. pp. 692p.
  2. "Light Green SF, Yellowish (Certified Biological Stain), Fisher Chemical". Fisher Scientific. Archived from the original on 7 December 2016. Retrieved 7 December 2016.
  3. Sharma, Vinita; McKone, Harold T.; Markow, Peter G. (2011). "A Global Perspective on the History, Use, and Identification of Synthetic Food Dyes". Journal of Chemical Education. 88: 24–28. doi:10.1021/ed100545v.
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