Chemistry:Auramine O

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Auramine O
340
Sample of Auramine O.jpg
Solid Auramine O
Auramine O in aqueous solution.jpg
Auramine O in aqueous solution
Names
IUPAC name
bis[4-(dimethylamino)phenyl]methaniminium chloride
Other names
auramine hydrochloride, basic yellow 2, pyocatanium aureum, aizen auramine, pyoktanin yellow, canary yellow, pyoktanin, or C.I. 41000
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 219-567-2
UNII
Properties
C17H22ClN3
Molar mass 303.83 g·mol−1
Melting point 267 °C (513 °F; 540 K)
Hazards
GHS pictograms GHS06: ToxicGHS07: HarmfulGHS08: Health hazardGHS09: Environmental hazard
GHS Signal word Danger
H302, H311, H319, H351, H411
P201, P202, P264, P270, P273, P280, P281, P301+312, P302+352, P305+351+338, P308+313, P312, P322, P330, P337+313, P361, P363, P391, P405, P501
NFPA 704 (fire diamond)
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
1
3
0
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
Tracking categories (test):

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

  1. "Nontuberculous mycobacterial infections: comparison of the fluorescent auramine-O and Ziehl–Neelsen techniques in tissue diagnosis". Hum Pathol 15 (11): 1085–9. 1984. doi:10.1016/S0046-8177(84)80253-1. PMID 6208117. 
  2. "Fluorescent PAS-reaction study of the epithelium of normal rabbit ileum and after challenge with enterotoxigenic Escherichia coli". Gastroenterology 78 (4): 782–90. 1980. doi:10.1016/0016-5085(80)90684-8. PMID 6986320. 
  3. "Fluorescence microscopy of tubercle bacilli stained with auramine and rhodamine". Henry Ford Hosp Med Bull 10: 287–96. 1962. PMID 13922644. 
  4. "Comparison of conventional staining methods and monoclonal antibody-based methods for Cryptosporidium oocyst detection". J Clin Microbiol 27 (7): 1490–5. 1989. doi:10.1128/JCM.27.7.1490-1495.1989. PMID 2475523. 

External links