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Merck
CN

318337

Acridine Orange hydrochloride hydrate

≥98% (HPLC)

Synonym(s):

3,6-Bis(dimethylamino)acridine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C17H19N3 · HCl · xH2O
CAS Number:
Molecular Weight:
301.81 (anhydrous basis)
EC Number:
200-614-0
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
MDL number:
Colour Index Number:
46005
Beilstein/REAXYS Number:
3734978
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Quality Level

assay

≥98% (HPLC)

form

powder

technique(s)

microbe id | staining: suitable

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

Application

Acridine Orange hydrochloride hydrate dye has been used:
  • to stain intracellular acidic vesicles.
  • to measure lysosomal membrane permeability (LMP).
  • or autophagy detection.
A rigorously purified zinc-free material suitable for use in flow cytometry.
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.

Other Notes

Discover LiChropur reagents ideal for HPLC or LC-MS analysis


pictograms

Health hazard

signalword

Warning

hcodes

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)



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Viriditoxin regulates apoptosis and autophagy via mitotic catastrophe and microtubule formation in human prostate cancer cells.
Kundu S, et.al.
International Journal of Oncology, 45, 2331-2340 (2014)
F. W. D. Rost
Fluorescence Microscopy, 2 (1992)
Autophagy inhibition uncovers the neurotoxic action of the antipsychotic drug olanzapine
Vucicevic L
Autophagy, 10, 2362-2378 (2014)



Global Trade Item Number

SKUGTIN
318337-1G04061826693353
318337-250MG04061833257920
318337-5G04061826693391