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158550

Sigma-Aldrich

Acridine Orange hemi(zinc chloride) salt

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Dye content 85 %

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Synonym(s):
3,6-Bis(dimethylamino)acridine hydrochloride zinc chloride double salt, 3,6-Bis(dimethylamino)acridinium chloride hemi(zinc chloride salt), Basic Orange 14
Linear Formula:
C17H20ClN3 · HCl · 1/2ZnCl2
CAS Number:
Molecular Weight:
369.96
Colour Index Number:
46005
Beilstein/REAXYS Number:
3734978
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

form

powder

Quality Level

composition

Dye content, 85%

solubility

H2O: 1 mg/mL, clear, orange to very deep orange

λmax

489 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Cl[H].Cl[H].Cl[Zn]Cl.CN(C)c1ccc2cc3ccc(cc3nc2c1)N(C)C.CN(C)c4ccc5cc6ccc(cc6nc5c4)N(C)C

InChI

1S/2C17H19N3.4ClH.Zn/c2*1-19(2)14-7-5-12-9-13-6-8-15(20(3)4)11-17(13)18-16(12)10-14;;;;;/h2*5-11H,1-4H3;4*1H;/q;;;;;;+2/p-2

InChI key

RAHGLSRJKRXOSY-UHFFFAOYSA-L

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1 of 4

This Item
A6014318337235474
Acridine Orange base Dye content 75 %

235474

Acridine Orange base

form

powder

form

powder

form

powder

form

powder

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

-

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

λmax

489 nm

λmax

-

λmax

492 nm

λmax

488 nm

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

Application

Acridine Orange hemi (zinc chloride) salt has been used to stain primary human umbilical vein endothelial cells (HUVEC) and is used in micronucleus tests (MNTs).
Acridine Orange, a cell-permeable metachromatic fluorescent cationic dye that intercalates DNA and RNA, is used in fluorescence and epiflouresence microscopy. Acridine Orange dye has been used to analyze mitochondria and lysosomal content by flow cytometry, characterize multidrug resistance, and measure changes in mitochondrial mass during apoptosis in rat thymocytes.

Biochem/physiol Actions

Acridine orange (AO) is a fluorescent dye with two different staining characteristics. In fixed tissues, it acts as a metachromatic dye and differentially stains DNA (green) and RNA (orange). But, in living cells it acts as a pH indicator and produce brilliant orange-red in acidic condition. AO has been used to identify apoptotic cells in drosophila embryos. Acridine Orange staining method has been used to deliver more consistent data in the micronucleus test.

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Muta. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Labilizing action of intercalating drugs and dyes on bacterial ribosomes.
A D Wolfe et al.
Biochemistry, 11(9), 1569-1572 (1972-04-25)
Toxicity of waterborne Copper in premetamorphic tadpoles of Lithobates catesbeianus (Shaw, 1802).
Ossana NA
Bulletin of Environmental Contamination and Toxicology, 84(6), 712-715 (2010)
Fluorescence spectroscopic and fading behavior of Ehrlich's hyperdiploid mouse ascites tumor cells supravitally stained with acridine orange.
J F Golden et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 22(7), 495-505 (1974-07-01)
The use of thionin and acridine orange in staining semithin sections of plant material embedded in epoxy resin.
R N Paul
Stain technology, 55(3), 195-196 (1980-05-01)
Differential staining of apoptotic nuclei in living cells: application to macronuclear elimination in Tetrahymena.
Mpoke SS and Wolfe J.
The Journal of Histochemistry and Cytochemistry, 45(5), 675-683 (1997)

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