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A6014

Sigma-Aldrich

Acridine Orange hemi(zinc chloride) salt

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:
Molecular Weight:
369.96
Colour Index Number:
46005
Beilstein:
3734978
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.52

Quality Level

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

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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

Features and Benefits

  • 120 microM of acridine orange detects 25-50 ng of purified DNA per band in gels
  • differential staining of single- and double-stranded polynucleotides

Principle

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.

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Muta. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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