Carbol fuchsin

Carbol fuchsin, carbol-fuchsin, carbolfuchsin, or Castellani's paint (CAS 4197-24-4) is a mixture of phenol and basic fuchsin that is used in bacterial staining procedures. It is commonly used in the staining of mycobacteria because it has an affinity for the mycolic acids found in their cell membranes.

Carbol fuchsin

Chemical structure of fuchsin
Names
IUPAC name
4-[(E)-(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]-2-methylaniline;hydrochloride
Other names
Carbol-Fuchsin
Identifiers
3D model (JSmol)
ChEBI
ECHA InfoCard 100.021.897
EC Number
  • 224-086-6
PubChem CID
  • InChI=1S/C21H21N3.ClH/c1-13-11-16(5-9-19(13)23)21(15-3-7-18(22)8-4-15)17-6-10-20(24)14(2)12-17;/h3-12,23H,22,24H2,1-2H3;1H/b21-16+,23-19?;
    Key: HZLHRDBTVSZCBS-UVJJDBRNSA-N
SMILES
  • CC1=C/C(=C(\C2=CC=C(C=C2)N)/C3=CC(=C(C=C3)N)C)/C=CC1=N.Cl
Properties
C26H25N3O·HCl
Molar mass 351.9 g/mol
Hazards
GHS labelling:
Warning
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

It is a component of Ziehl–Neelsen stain, a differential stain. Carbol fuchsin is used as the primary stain dye to detect acid-fast bacteria because it is more soluble in the cells' wall lipids than in the acid alcohol. If the bacteria is acid-fast the bacteria will retain the initial red color of the dye because they are able to resist the destaining by acid alcohol (0.4–1% HCl in 70% EtOH). Additionally, it can be used for the staining of bacterial spores.

Carbol-fuchsin is also used as a topical antiseptic and antifungal.

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