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Acridine Orange | 65-61-2
| Catalog Number | A19-0001 |
| Category | DNA Stains |
| Molecular Formula | C17H19N3.HCl |
| Molecular Weight | 301.81 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A19-0001 | -- | $-- |
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Product Introduction
Acridine Orange hydrochloride is the hydrocloride salt of Acridine Orange Stain, which is a cell and organelle membrane-permeable fluorescent dye that binds to nucleic acids and results in an altered spectral emission. It interacts with both DNA and RNA, emits green fluorescence when binds to DNA, and emits red fluorescence when binds to RNA. It is used in cell cycle and apoptosis studies and used as a lysosomal dye. It could distinguish cell death by apoptosis and necroptosis in human oligodendrocytes and mouse models. It is also used to analyze autophagy.
Chemical Information |
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|---|---|
| Related CAS | 494-38-2 (free base) 1192475-92-5 (Deleted CAS) |
| Synonyms | Acridine Orange hydrochloride;N,N,N',N'-Tetramethyl-3,6-acridinediamine hydrochloride; Rhoduline Orange; Acridine orange hydrochloride; Acridine Orange N; Acridine Orange Hydrochloride; 3,6-Acridinediamine, N3,N3,N6,N6-tetramethyl-, hydrochloride (1:1); 3,6-Acridinediamine, N,N,N',N'-tetramethyl-, monohydrochloride; Acridine Orange R; Acridine, 3,6-bis(dimethylamino)-, hydrochloride; Acridine, 3,6-bis(dimethylamino)-, monohydrochloride; 3,6-Bis(dimethylamino)acridine hydrochloride; Acridine Orange N; Acridine Orange NO; Acridine Orange NS; Basic Orange 14; Basic Orange 3RN; C.I. 46005; C.I. Basic Orange 14; Rhoduline Orange NO; Sumitomo Acridine Orange NO; Sumitomo Acridine Orange RK conc |
| Purity | ≥99% by HPLC |
| IUPAC Name | 3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine;hydrochloride |
| Canonical SMILES | CN(C)C1=CC2=C(C=C1)C=C3C=CC(=CC3=N2)N(C)C.Cl |
| InChI | InChI=1S/C17H19N3.ClH/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 |
| InChI Key | VSTHNGLPHBTRMB-UHFFFAOYSA-N |
| Solubility | Soluble in Dimethyl Sulfoxide, Ethanol, Water |
| Appearance | Orange to Red Powder |
| Melting Point | 284-287°C |
- Product Specification
- Application
| Storage | Store at -20°C |
| Signal | Warning |
| GHS Hazard Statements | H341 (97.83%): Suspected of causing genetic defects [Warning Germ cell mutagenicity] |
| Precautionary Statement Codes | P203, P281, P318, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Acridine Orange is a fluorescent dye used in various scientific applications, particularly in cell biology and microbiology. Here are some key applications of Acridine Orange:
Microscopy: Acridine Orange is widely used in fluorescence microscopy to stain and visualize cellular structures. It binds to nucleic acids, allowing researchers to differentiate between DNA and RNA in cells. This helps in studying cell cycle dynamics, apoptosis, and cellular morphology.
Microbial Detection: Acridine Orange is employed in microbiology to detect and quantify microbial cells. It stains both live and dead bacteria, with live cells fluorescing green and dead cells fluorescing red. This dual staining capability is essential for assessing the viability and proliferation of microbial populations in various samples.
Cancer Research: In cancer research, Acridine Orange is utilized to identify and measure apoptosis in tumor cells. It differentiates between live, apoptotic, and necrotic cells based on their fluorescence patterns. This is crucial for evaluating the effectiveness of cancer therapies and understanding the mechanisms of cell death.
Genetic Studies: Acridine Orange is used in genetic research to study nucleic acid structures and their interactions. By staining chromosomes and other nucleic acid-containing structures, it aids in the visualization of genetic material during various stages of cell division. This application is essential for understanding genetic organization and anomalies.
Computed Properties | |
|---|---|
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Exact Mass | 265.157897619 g/mol |
| Monoisotopic Mass | 265.157897619 g/mol |
| Topological Polar Surface Area | 19.4Ų |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Complexity | 298 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Applications of Fluorescent Probes & Dyes
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