- Acridine orange
Chembox new
Name = Acridine orange
ImageFile = Acridine Orange.png
ImageName = Acridine orange
IUPACName = N,N,N',N'-tetramethylacridine-
3,6-diamine
OtherNames = Euchrysine
3,6-Acridinediamine
Waxoline Orange A
Acridine Orange Base
Solvent Orange 15
Rhoduline Orange
Rhoduline Orange N
Acridine Orange NO
Rhoduline Orange NO
Basic Orange 14
Section1 = Chembox Identifiers
SMILES = CN(C)C1=CC2=C(C=C1)C=C3C=CC(=CC3=N2)N(C)C
CASNo = 494-38-2
PubChem=62344
RTECS = AR7601000
Section2 = Chembox Properties
C=17|H=19|N=3
Appearance = Orange powder
Section7 = Chembox Hazards
EUClass = Hazchem_Xi Hazchem_N
NFPA-H = 2
NFPA-F = 0
NFPA-R = 0
SPhrases = S26 S28 S37 S45Acridine orange is a
nucleic acid selectivefluorescent cation icdye useful for cell cycle determination. It is cell-permeable, and interacts withDNA andRNA by intercalation orelectrostatic attraction s. When bound to DNA, it is very similar spectrally tofluorescein , with anexcitation maximum at 502 nm and an emission maximum at 525 nm (green). When it associates with RNA, the excitation maximum shifts to 460 nm (blue) and the emission maximum shifts to 650 nm (red). Acridine orange will also enter acidic compartments such as lysosomes and become protonated and sequestered. In these lowpH conditions, the dye will emit orange light when exited by blue light. The dye is often used in epifluorescence microscopy.Acridine orange is prepared from
coal tar andcreosote oil.Acridine orange can be used in conjunction with
ethidium bromide to differentiate between live and apoptotic cells.References
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