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A8097

Sigma-Aldrich

Acridine Orange hydrochloride solution

10 mg/mL in H2O

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Synonym(s):
3,6-Bis(dimethylamino)acridine hydrochloride
Empirical Formula (Hill Notation):
C17H19N3 · HCl
CAS Number:
Molecular Weight:
301.81
Beilstein:
3575587
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Assay

>95.0% (HPLC)

Quality Level

form

solution

concentration

10 mg/mL in H2O

color

orange to red

εmax

47-54 at 486-492 nm in water

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

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

InChI

1S/C17H19N3.ClH/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

InChI key

VSTHNGLPHBTRMB-UHFFFAOYSA-N

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Application

Acridine Orange hydrochloride solution has been used to study autophagic cell death. It has also been used for the staining of chromosomes.

Biochem/physiol Actions

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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