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A6014

Sigma-Aldrich

Acridine Orange hemi(zinc chloride) salt

For nucleic acid staining in cells or gels

Synonym(s):
Basic Orange 14, 3,6-Bis(dimethylamino)acridine hydrochloride zinc chloride double salt, 3,6-Bis(dimethylamino)acridinium chloride hemi(zinc chloride salt)
Linear Formula:
C17H20ClN3 · HCl · 1/2ZnCl2
CAS Number:
Molecular Weight:
369.96
Colour Index Number:
46005
Beilstein:
3734978
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.52

Quality Level

product line

BioReagent

form

powder

composition

Dye content, ~80%

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.)

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

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
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.

Packaging

10, 25, 100 g in glass bottle

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

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Z Darzynkiewicz et al.
Cytometry, 13(8), 795-808 (1992-01-01)
The present review describes several methods to characterize and differentiate between two different mechanisms of cell death, apoptosis and necrosis. Most of these methods were applied to studies of apoptosis triggered in the human leukemic HL-60 cell line by DNA...
H Baisch et al.
Cell proliferation, 32(5), 303-319 (2000-01-05)
Early indicators of apoptosis in mammalian cells are membrane potential breakdown (loss) in mitochondria (MPLM), chromatin condensation, DNA degradation, and phosphatidylserine exposure (PSE) on the outside plasma membrane. One aim of the present study was to determine the kinetics of...
Amy J Powless et al.
Diagnostics (Basel, Switzerland), 10(12) (2020-12-17)
Low-cost imaging systems that utilize exogenous fluorescent dyes, such as acridine orange (AO), have recently been developed for use as point-of-care (POC) blood analyzers. AO-based fluorescence imaging exploits variations in emission wavelength within different cell types to enumerate and classify...
G K McMaster et al.
Proceedings of the National Academy of Sciences of the United States of America, 74(11), 4835-4838 (1977-11-01)
We have developed a simple and rapid system for the denaturation of nucleic acids and their subsequent analysis by gel electrophoresis. RNA and DNA are denatured in 1 M glyoxal (ethanedial) and 50% (vol/vol) dimethyl sulfoxide, at 50 degrees. The...
A B Borisov et al.
Tsitologiia, 24(10), 1233-1237 (1982-10-01)
Using supravital fluorescent staining of lysosomes with Euchrysine 3R, the morphology of these organelles was studied in L cells examined from cultures being at different growth phases in the course of cell cycle and after adipocyte conversion of L cells...

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