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Merck

A6014

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:
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

Key Documents

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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

SMILES string

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

InChI key

RAHGLSRJKRXOSY-UHFFFAOYSA-L

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

Quality Level

200

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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

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.

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

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H341

Hazard Classifications

Muta. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

A6014-VAR: + A6014-25G: + A6014-BULK: + A6014-100G: + A6014-10G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM6502
MKCK6711
MKCJ7150
MKCD9806
MKCB4038

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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
F Durrieu et al.
Cytometry, 36(2), 140-149 (1999-11-30)
Some forms of chemoresistance in leukemia may start from failure of tumour cells to successfully undergo apoptosis and Bcl-2 may play a role in this defect. Therefore, we evaluated the Bcl-2 content and synthesis in relation with the apoptotic potential
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
Yu Sato et al.
Anatomical science international, 94(2), 199-208 (2019-01-03)
Neurons are classified into several morphological types according to the locations of their somata and the branching patterns of their axons and dendrites. Recent studies suggest that these morphological features are related to their physiological properties, including firing characteristics, responses
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