ChemicalBook Product Catalog Biochemical Engineering Biochemical Reagents Biological Dyes ACRIDINE ORANGE

ACRIDINE ORANGE

ACRIDINE ORANGE Basic information
Product Name:ACRIDINE ORANGE
Synonyms:3,6-BIS(DIMETHYLAMINO)ACRIDINE HYDROCHLORIDE;ACRIDINE ORANGE (E GURR);ACRIDINE ORANGE HYDROCHLORIDE;ACRIDINE ORANGE N;BASIC ORANGE;BIS(DIMETHYLAMINO) ACRIDINE HYDROCHLORIDE;AO;CI NO 46005
CAS:65-61-2
MF:C17H20ClN3
MW:301.82
EINECS:200-614-0
Product Categories:Acridine;intermediate
Mol File:65-61-2.mol
ACRIDINE ORANGE Structure
ACRIDINE ORANGE Chemical Properties
Melting point 284-287 °C(lit.)
density 1.001 g/mL at 20 °C
refractive index n20/D 1.338
storage temp. -20°C
solubility Soluble in water, ethanol, dimethyl sulfoxide
form Powder
pka-3.2, 10.5(at 25℃)
Colour Index 46005
color orange to red
λmax500 nm
BRN 3734978
Major ApplicationAdhesives; aluminophosphate crystalline materials; detecting clay particles; display device; evaluating fiber surface characteristics; glass matrixes; imaging material; inks; lasers; recording materials; photoresists; textiles; thin films; tracers for hydrology; wiring boards
Biological ApplicationsDetecting cancer cells,spores,human papilloma virus (HPV),stress biomarkers; treating amyloid associated diseases,lupus,pathogen infections; apoptosis assays; cytotoxicity assays
CAS DataBase Reference65-61-2
EPA Substance Registry SystemC.I. Basic Orange 14 (65-61-2)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
RTECS AR7601000
HS Code 32041300
Toxicitydnd-mus:ast 20 mmol/L BBACAQ 374,96,74
MSDS Information
ACRIDINE ORANGE Usage And Synthesis
Chemical Propertiesdark orange to brown powder
UsesAcridine orange is a dye that interacts with DNA and RNA by intercelation or electrostatic attraction. This cationic dye has been used as a fluorescent stain for nucleic acids in agarose and polyacrylamide gels.
Preparation4,4 ‘-Bis (N, N-dimethyl) aminodiphenylmethane obtained dinitration of 4,4′ – bis (N, N-dimethyl) amino-2 ‘- dinitro-diphenyl methane reduction, and with an acid of heat, so that the diamino compound is cyclized product is oxidized and then cyclized and converted into zinc chloride double salt.
Biological Activityacridine orange hydrochloride is a cell and organelle membrane permeable fluorescent dye that targets nucleic acids. acridine orange can either be incorporated into double helical nucleic acids (detected by green fluorescence at 530 nm), or bind electrostatically to phosphate groups of single-stranded molecules (detected by red fluorescence at 640 nm), which renders it the ability to differently stain dna and rna or single-stranded dna in situ. for unfixed cells, acridine orange staining can still be used as a simple, fast approach of obtaining information on cell cycle status and cell ploidy levels from dna staining (green fluorescence), as well as cell transcriptional activity from rna measurements (red fluorescence), in a flow cytofluorometric system. thus, acridine orange may serve as a useful cytochemical stain for cell-cycle and apoptosis studies.1. mcmaster gk, carmichael gg. analysis of single- and double-stranded nucleic acids on polyacrylamide and agarose gels by using glyoxal and acridine orange. proceedings of the national academy of sciences of the united states of america, 1977, 74(11): 4835-4838.2. traganos f, darzynkiewicz z, sharpless t, et al. simultaneous staining of ribonucleic and deoxyribonucleic acids in unfixed cells using acridine orange in a flow cytofluorometric system. journal of histochemistry and cytochemistry, 1977, 25(1): 46-56.
Safety ProfileMutation data reported. Whenheated to decomposition it emits very toxic fumes of HCl,Cl??, and NOx.
Enzyme inhibitorThis cell-permeable dye (FWfree-base = 265.36 g/mol; CAS 65-61-2), also known as N,N,N',N'-tetramethylacridine-3,6-diamine, is an intercalator that binds tightly to nucleic acids. Binding to DNA is characterized by excitation maximum at 502 nm (cyan) and an emission maximum at 525 nm, producing a green fluorescence. (A 120 μM solution of acridine orange will detect 25-50 ng DNA per band in an agarose or polyacrylamide gel.) Binding to RNA is characterized by an excitation maximum at 460 nm and the emission maximum is located at 650 nm, yielding a reddish-orange fluorescence. Acridine orange also penetrates acidic compartments (e.g., lysosomes and phagolysosomes); upon protonation, the dye emits orange light when excited by blue light.
storageRoom temperature
Properties and Applicationsbright yellow orange. Soluble in water and ethanol for orange yellow, with green fluorescent. The strong sulfuric acid in nearly colorless, a green fluorescent, diluted for orange. The dye solution with strong sodium hydroxide solution have yellow precipitation. And C.I. Solvent Orange 15 the same chemical structure (free base).
Standard( Silk ) Light Fastness Persperation Fastness Ironing Fastness Soaping
Fading Stain Fading Stain Fading Stain
ISO 1-2 3 1 5 1 3
ACRIDINE ORANGE Preparation Products And Raw materials
Preparation ProductsAcridinium, 3,6-bis(dimethylamino)-10-methyl-, methyl sulfate
ACRIFLAVINE Acridine Orange, both DNA & RNA ACRIDINE ORANGE 10-NONYL BROMIDE,NONYL ACRIDINE ORANGE 7-Aminoquinoline Acridine orange, 10 mg/mL solution in water ACRIDINE ORANGE-10-OCTADECYL BROMIDE,3,6-Bis(dimethylamino)-10-octadecylacridinium bromide, Acridine orange-10-octadecyl bromide Acridine Orange in Acetate Buffer ACRIDINE ORANGE-10-DODECYL BROMIDE,3,6-Bis(dimethylamino)-10-dodecylacridinium bromide, Acridine orange-10-dodecyl bromide Acridine Orange + DNA ACRIDINE ORANGE (C.I. 46005:1),ACRIDINE ORANGE BASIC,ACRIDINE ORANGE BASE ACRIDINE ORANGE HYDROCHLORIDE HYDRATE,ACRIDINE ORANGE HYDROCHLORIDE N-HYDRATE ACRIDINE ORANGE, 1/2ZNCL ACRIDINE ORANGE HEMI (ZINC CHLORIDE) ELECTROPHORESIS GRADE 3,6-DIAMINOACRIDINE HYDROCHLORIDE ACRIDINE ORANGE, ELECTRO PURE, CI 46005 PROFLAVINE HEMISULFATE Acridine Orange + RNA ACRIDINE ORANGE 10-NONYL BROMIDE (NONYL ACRIDINE ORANGE)
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