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318337

Sigma-Aldrich

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:
65-61-2
Molecular Weight:
301.81 (anhydrous basis)
Colour Index Number:
46005
Beilstein:
3734978
EC Number:
200-614-0
MDL number:
MFCD00150070
UNSPSC Code:
12171500
PubChem Substance ID:
24859123
NACRES:
NA.47
Pricing and availability is not currently available.

Quality Level

200

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

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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.[1]
  • to measure lysosomal membrane permeability (LMP).[1]
  • or autophagy detection.[2]
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.[3] 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.[4]

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Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H341

Hazard Classifications

Muta. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR2814
SHBP9164
SHBQ0360
SHBQ2542
SHBP5095

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Sigma-Aldrich

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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)
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)
Michael M Fisher et al.
International journal of radiation oncology, biology, physics, 107(4), 793-803 (2020-04-17)
We examined the capacity of the pan-fibroblast growth factor receptor (FGFR) inhibitor AZD4547 to augment radiation response across a panel of head and neck squamous cell carcinoma (HNSCC) cell lines and xenografts. FGFR1, FGFR2, and FGFR3 RNA in situ hybridization
Autophagy-dependent senescence in response to DNA damage and chronic apoptotic stress
Singh K, et.al.
Autophagy, 8, 236-251 (2012)
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Questions

  1. Is product 318337, Acridine Orange hydrochloride hydrate, used for sperm chromatin structure assay (SCSA) and sperm DNA structure assay?

    1 answer

    1. Product 318337 is not function tested during quality control testing for use in either the sperm chromatin structure assay (SCSA) or the sperm DNA structure assay. The product is sold for Research Use Only. Quality Control testing includes testing for appearance, infrared spectrum, extinction coefficients at 3 different wavelengths, carbon, nitrogen, purity by HPLC, zinc, solubility, and water content. The literature shows that Acridine Orange is used for differential staining of DNA and RNA and a wide range of other uses. The website does list various uses for product 318337. The list however is not all inclusive of the uses for which the dye can be used. It is up to the customer to determine if the dye is acceptable for their intended use(s).

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