Acridine orange
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Acridine orange | |
---|---|
IUPAC name | N,N,N',N'-tetramethylacridine- 3,6-diamine |
Other names | 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 |
Identifiers | |
CAS number | [494-38-2] |
PubChem | |
RTECS number | AR7601000 |
SMILES | CN(C)C1=CC2=C(C=C1)C=C3C=CC(=CC3=N2)N(C)C |
Properties | |
Molecular formula | C17H19N3 |
Molar mass | 265.35 |
Appearance | Orange powder |
Hazards | |
EU classification | Xi Template:Hazchem N |
NFPA 704 | |
S-phrases | S26 S28 S37 S45 |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
Acridine orange is a nucleic acid selective fluorescent cationic dye useful for cell cycle determination. It is cell-permeable, and interacts with DNA and RNA by intercalation or electrostatic attractions. When bound to DNA, it is very similar spectrally to fluorescein, with an excitation 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). The dye is often used in epifluorescence microscopy.
Acridine orange is prepared from coal tar and creosote oil.
Acridine orange can be used in conjunction with ethidium bromide to differentiate between live and apoptotic cells.
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