Acridine Orange hydrochloride

Names

[ CAS No. ]:
65-61-2

[ Name ]:
Acridine Orange hydrochloride

[Synonym ]:
RHODULINE ORANGE
Acridiniumorange-Kation
Acridinorangekation
EUCHRYSINE 3RX
Acridin-orange
acridineorangens
acridineoranger
MFCD00150070
BASIC ORANGE
Zamifenacin fumarate
acridineorangeno
EINECS 200-614-0
Acridine Orange (hydrochloride)

Biological Activity

[Description]:

Acridine orange is a cell-permeable fluorescent dye that binds to nucleic acids, resulting in an altered spectral emission.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Dye Reagents

Research Areas >> Others

[In Vitro]

Acridine orange has been employed extensively as a cytochemical stain and has shown to stain differentially DNA and RNA, and double-restranded nucleic acids in situ. Acridine orange can either intercalate into double helical nucleic acids (green fluorescence at 530 nm), or bind electrostatically to phosphate groups of single-stranded molecules (red fluorescence at 640 nm). This unique characteristic makes acridine orange useful for cell-cycle studies[1]. Acridine orange staining of unfixed cells may be used as a simple, fast means of obtaining information on cell ploidy levels and cell cycle status from DNA measurements (green fluorescence), and cell transcriptional activity from RNA staining (red fluorescence), in human and murine cells lines, peripheral blood and bone marrow specimens from patients with leukemia and mitogenically (phytohemagglutinin) or antigenically (mixed lymphocyte culture) stimulated human peripheral blood cultures[2].

[Cell Assay]

Two-step, pH 3.0: Aliquots (0.2 mL, containing approximately 2-5x105 cells) are withdrawn from cultures and are added to 0.5 mL of a solution containing: 0.1% (v/v) Triton X-100, 0.2 M sucrose, 10-4 M EDTA and 2x10-2 M citrate-phosphate buffer, at pH 3.0. Triton X-100 is included in the various procedures at the indicated pH to increase cell permeability yet maintain cellular integrity. The chelating agent EDTA is used to facilitate RNA denaturation. The cells are stained one minute later by addition of 1 mL of a solution containing 0.002% (20 μg/mL) AO, 0.1 M NaCl and 10-2 M citrate-phosphate buffer, pH 3.8. Cations are included in the staining mixture to ensure staining specificity. The final AO concentration is approximately 4x10-5 M[2].

[References]

[1]. McMaster GK, et al. Analysis of single- and double-stranded nucleic acids on polyacrylamide and agarosegels by using glyoxal and acridine orange. Proc Natl Acad Sci U S A. 1977 Nov;74(11):4835-8.

[2]. Traganos F, et al. Simultaneous staining of ribonucleic and deoxyribonucleic acids in unfixed cells using acridine orange in a flow cytofluorometric system. J Histochem Cytochem. 1977 Jan;25(1):46-56.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.001 g/mL at 20ºC

[ Boiling Point ]:
468.6ºC at 760 mmHg

[ Melting Point ]:
284-287ºC(lit.)

[ Molecular Formula ]:
C₁₇H₂₀ClN₃

[ Molecular Weight ]:
301.81400

[ Flash Point ]:
237.2ºC

[ Exact Mass ]:
301.13500

[ PSA ]:
19.37000

[ LogP ]:
4.32200

[ Index of Refraction ]:
n20/D 1.338

[ Water Solubility ]:
Soluble in water, ethanol, dimethyl sulfoxide

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AR7601000

CHEMICAL NAME :: Acridine, 3,6-bis(dimethylamino)-, monohydrochloride

CAS REGISTRY NUMBER :: 65-61-2

LAST UPDATED :: 199701

DATA ITEMS CITED :: 20

MOLECULAR FORMULA :: C17-H19-N3.Cl-H

MOLECULAR WEIGHT :: 301.85

WISWESSER LINE NOTATION :: T C666 BNJ EN1&1 MN1&1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Sex chromosome loss and nondisjunction

TYPE OF TEST :: Micronucleus test

MUTATION DATA

TYPE OF TEST :: DNA adduct

TEST SYSTEM :: Mammal - species unspecified Lymphocyte

DOSE/DURATION :: 10 pph

REFERENCE :: BIPMAA Biopolymers. (John Wiley & Sons, Inc., 605 Third Ave., New York, NY 10158) V.1- 1963- Volume(issue)/page/year: 11,2537,1972 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3803 No. of Facilities: 29 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 625 (estimated) No. of Female Employees: 403 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X8883 No. of Facilities: 10 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 114 (estimated) No. of Female Employees: 31 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AR7601000

[ HS Code ]:
32041300

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Related Compounds

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