318337

Acridine Orange hydrochloride hydrate

≥98% (HPLC)

• Synonym(s): 3,6-Bis(dimethylamino)acridine hydrochloride
• Empirical Formula (Hill Notation): C₁₇H₁₉N₃ · HCl · xH₂O
• CAS Number: 65-61-2
• Molecular Weight: 301.81 (anhydrous basis)
• Colour Index Number: 46005
• Beilstein/REAXYS Number: 3734978
• EC Number: 200-614-0
• MDL number: MFCD00150070
• UNSPSC Code: 12171500
• PubChem Substance ID: 24859123
• NACRES: NA.47

Properties

• Quality Level: 200
• assay: ≥98% (HPLC)
• form: powder
• color: orange
• mp: 284-287 °C (lit.)
• solubility: H₂O: 0.1%, clear, orange to red
• λmax: 492 nm
• ε (extinction coefficient): ≥14,000 at 227-233 nm in water at 0.005 g/L; ≥35000 at 265-271 nm in water at 0.005 g/L
• application(s): diagnostic assay manufacturing; hematology; histology
• storage temp.: room temp
• SMILES string: Cl[H].[H]O[H].CN(C)c1ccc2cc3ccc(cc3nc2c1)N(C)C
• InChI: 1S/C17H19N3.ClH.H2O/c1-19(2)14-7-5-12-9-13-6-8-15(20(3)4)11-17(13)18-16(12)10-14;;/h5-11H,1-4H3;1H;1H2
• InChI key: JUAAUEXLEKAEQC-UHFFFAOYSA-N

Description

Application

A rigorously purified zinc-free material suitable for use in flow cytometry.

Acridine Orange hydrochloride hydrate dye has been used:

• to stain intracellular acidic vesicles.
• to measure lysosomal membrane permeability (LMP).
• or autophagy detection.

Fluorescent stain for nucleic acids in agarose and polyacrylamide gels. Has been used to study apoptosis in various cell culture and tissue models.

Biochem/physiol Actions

Acridine Orange is a metachromatic dye which can stain DNA, RNA and acid glycosaminoglycans. At low concentrations, it intercalates into DNA and precipitates RNA. However, at high concentrations it denatures and precipitates both RNA and DNA. Acridine Orange is also used to analyze autophagy. It enters into acidic organelles in a pH-dependent manner. At neutral pH, acridine orange gives a green fluorescence and in acidic conditions, it accumulates in acidic organelles giving a bright red fluorescence.

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Safety Information

• pictograms: GHS08
• signalword: Warning
• hcodes: H341
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Muta. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)