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Sigma-Aldrich

Auramine O

Dye content 85 %, certified by the Biological Stain Commission

Synonym(s):

4,4′-(Imidocarbonyl)bis(N,N-dimethylaniline) monohydrochloride, Basic Yellow 2, Pyoctaninum aureum

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About This Item

Empirical Formula (Hill Notation):
C17H21N3 · HCl
CAS Number:
2465-27-2
Molecular Weight:
303.83
Colour Index Number:
41000
Beilstein/REAXYS Number:
4030061
EC Number:
219-567-2
MDL number:
MFCD00012484
UNSPSC Code:
12171500
PubChem Substance ID:
24888527
NACRES:
NA.47

grade

certified by the Biological Stain Commission

Quality Level

200

form

powder or chunks

composition

Dye content, 85%

mp

>250 °C (dec.) (lit.)

solubility

95% ethanol: 1 mg/mL, clear to hazy, yellow to very deep yellow

λmax

370 nm
434 nm (2nd)

ε (extinction coefficient)

≥12000 at 249-255 nm in water at 0.005 g/L
≥15000 at 367-373 nm in water at 0.005 g/L
≥36000 at 429-435 nm in water at 0.005 g/L

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Cl[H].CN(C)c1ccc(cc1)C(=N)c2ccc(cc2)N(C)C

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

InChI key

KSCQDDRPFHTIRL-UHFFFAOYSA-N

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Application

Auramine O has been used to study the cuticle/cutin in the epidermis of the pollen presenter in Vangueria infausta.

Biochem/physiol Actions

Auramine O is used for the staining of acid-fast organisms, coccidia. Auramine O along with carbol generates brilliant yellow fluorochrome of tubercle bacilli. It is effective in detecting positive cases of tuberculosis. Auramine O binds to the mycolic acid in the bacterial cell wall.

Suitability

Certified for use by fluorescence microscopy in Churukian′s modification of Truant′s fluorescent method for acid fast bacilli on paraffin sections.

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 2 - Eye Irrit. 2

wgk_germany

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The epidermal cell structure of the secondary pollen presenter in Vangueria infausta (Rubiaceae: Vanguerieae) suggests a functional association with protruding onci in pollen grains.
PLoS ONE, 9, e96405-e96405 (2014)
The Sigma-Aldrich Handbook of Stains, Dyes and Indicators,, 103-103 (1990)
Koneman's Color Atlas and Textbook of Diagnostic Microbiology (2006)
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