Carbol fuchsin

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
CAS Number	8052-17-3 4197-24-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:87668
ChemSpider	35787829
ECHA InfoCard	100.021.897
EC Number	224-086-6
PubChem CID	5748567
CompTox Dashboard (EPA)	DTXSID30962122
InChI 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
Chemical formula	C20H19N3O·HCl
Molar mass	337.85 g/mol
Hazards
GHS labelling: [1]
Pictograms
Signal word	Warning
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Carbol fuchsin, carbol-fuchsin, carbolfuchsin, or Castellani's paint 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.

It is a component of Ziehl–Neelsen stain, a differential stain. ^{[2] [3]} 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). ^[4] Additionally, it can be used for the staining of bacterial spores.

Carbol-fuchsin is also used as a topical antiseptic and antifungal.^{[ citation needed ]}

References

1. PubChem. "Carbol-Fuchsin". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-07-29.
2. Angra P, Ridderhof J, Smithwick R (July 2003). "Comparison of two different strengths of carbol fuchsin in Ziehl-Neelsen staining for detecting acid-fast bacilli". J. Clin. Microbiol. 41 (7): 3459. doi:10.1128/JCM.41.7.3459.2003. PMC   165351 . PMID   12843125.
3. Selvakumar N, Rahman F, Rajasekaran S, et al. (August 2002). "Inefficiency of 0.3% carbol fuchsin in ziehl-neelsen staining for detecting acid-fast bacilli". J. Clin. Microbiol. 40 (8): 3041–3. doi:10.1128/JCM.40.8.3041-3043.2002. PMC   120628 . PMID   12149374.
4. Sokolovská, Ivana; Rozenberg, Raoul; Riez, Christophe; et al. (2003-12-01). "Carbon Source-Induced Modifications in the Mycolic Acid Content and Cell Wall Permeability of Rhodococcus erythropolis E1". Applied and Environmental Microbiology. 69 (12): 7019–7027. Bibcode:2003ApEnM..69.7019S. doi:10.1128/AEM.69.12.7019-7027.2003. ISSN   0099-2240. PMC   309960 . PMID   14660344.