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A6014

Acridine Orange hemi(zinc chloride) salt

Name: Acridine Orange hemi(zinc chloride) salt
Brand: SIGMA

For nucleic acid staining in cells or gels

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

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About This Item

Linear Formula:

C₁₇H₂₀ClN₃ · HCl · 1/2ZnCl₂

CAS Number:

10127-02-3

Molecular Weight:

369.96

EC Number:

233-353-6

UNSPSC Code:

12171500

NACRES:

NA.52

PubChem Substance ID:

24891048

MDL number:

MFCD00081043

Colour Index Number:

46005

Beilstein/REAXYS Number:

3734978

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Properties

Quality Level

200

product line

BioReagent

form

powder

composition

Dye content, ~80%

technique(s)

nucleic acid detection: suitable

solubility

ethanol: 2 mg/mL, 4 mg/mL (2-methoxyethanol (EGME)), water: 6 mg/mL (Forms a clear, dark orange or amber solution at 1mg/mL.)

suitability

suitable for flow cytometry, suitable for microscopy

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

Description

General description

Acridine orange is a metachromatic fluorescent cationic dye that permeates the cell membrane and intercalates DNA and RNA. It allows for visual detection of nucleic acids on agarose and polyacrylamide gels.

Application

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.

Suitable for

detection of nucleic acids separated by gel electrophoresis
fluorescence and epifluorescence microscopy
analysis of mitochondria and lysosomes by flow cytometry
DNA staining in apoptosis studies

Biochem/physiol Actions

Acridine orange intercalates into the nucleic acids of double helix and is detectable as green fluorescence at 530 nm. It binds electrostatically to the phosphate groups in single stranded nucleic acids and is detectable at red fluorescence at 640 nm.