Auramine O
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Auramine O
bis[4-(dimethylamino)phenyl]methaniminium chloride
auramine hydrochloride, basic yellow 2, pyocatanium aureum, aizen auramine, pyoktanin yellow, canary yellow, pyoktanin, or C.I. 41000
- 2465-27-2 checkY
3D model (JSmol)
- 16254 checkY
- 219-567-2
PubChem CID
CompTox Dashboard (EPA)
- InChI=1S/C17H21N3.ClH/c1-19(2)15-9-5-13(6-10-15)17(18)14-7-11-16(12-8-14)20(3)4;/h5-12,18H,1-4H3;1H checkYKey: KSCQDDRPFHTIRL-UHFFFAOYSA-N checkY
- InChI=1/C17H21N3/c1-19(2)15-9-5-13(6-10-15)17(18)14-7-11-16(12-8-14)20(3)4/h5-12,18H,1-4H3Key: JPIYZTWMUGTEHX-UHFFFAOYAY
- InChI=1/C17H21N3.ClH/c1-19(2)15-9-5-13(6-10-15)17(18)14-7-11-16(12-8-14)20(3)4;/h5-12,18H,1-4H3;1HKey: KSCQDDRPFHTIRL-UHFFFAOYAK
- [N@H]=C(c1ccc(N(C)C)cc1)c2ccc(N(C)C)cc2
- Cl.[N@H]=C(c1ccc(N(C)C)cc1)c2ccc(N(C)C)cc2
- Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas
- Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil
- Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen
- Special hazards (white): no code
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Auramine O is a diarylmethane dye used as a fluorescent stain. In its pure form, Auramine O appears as yellow needle crystals. It is insoluble in water and soluble in ethanol and DMSO.
Auramine O can be used to stain acid-fast bacteria (e.g. Mycobacterium , where it binds to the mycolic acid in its cell wall) in a way similar to Ziehl–Neelsen stain.[1] It can also be used as a fluorescent version of the Schiff reagent.[2]
Auramine O can be used together with Rhodamine B as the Truant auramine-rhodamine stain for Mycobacterium tuberculosis .[3] [4] It can be also used as an antiseptic agent.
References
[edit ]- ^ Kommareddi S, Abramowsky C, Swinehart G, Hrabak L (1984). "Nontuberculous mycobacterial infections: comparison of the fluorescent auramine-O and Ziehl–Neelsen techniques in tissue diagnosis". Hum Pathol. 15 (11): 1085–9. doi:10.1016/S0046-8177(84)80253-1. PMID 6208117.
- ^ Khavkin T, Kudryavtseva M, Dragunskaya E, et al. (1980). "Fluorescent PAS-reaction study of the epithelium of normal rabbit ileum and after challenge with enterotoxigenic Escherichia coli". Gastroenterology. 78 (4): 782–90. doi:10.1016/0016-5085(80)90684-8 . PMID 6986320.
- ^ Truant J, Brett W, Thomas W (1962). "Fluorescence microscopy of tubercle bacilli stained with auramine and rhodamine". Henry Ford Hosp Med Bull. 10: 287–96. PMID 13922644.
- ^ Arrowood M, Sterling C (1989). "Comparison of conventional staining methods and monoclonal antibody-based methods for Cryptosporidium oocyst detection". J Clin Microbiol. 27 (7): 1490–5. doi:10.1128/JCM.27.7.1490-1495.1989. PMC 267601 . PMID 2475523.