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Acridine Orange Base | CAS 494-38-2
| Catalog Number | A19-0003 |
| Category | DNA Stains |
| Molecular Formula | C17H19N3 |
| Molecular Weight | 265.35 |
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Product Introduction
Acridine Orange Base is an aromatic heterocyclic compound belonging to the acridine dye class, characterized by its planar tricyclic structure and ability to intercalate into nucleic acids. It features a distinct excitation and emission profile, which is sensitive to the environmental pH, allowing it to function as a nucleic acid stain in fluorescence microscopy and flow cytometry applications. The compound's ability to differentially stain DNA and RNA, depending on the pH and ionic strength of the medium, supports its use in cellular imaging and molecular biology research, particularly in assessing cell cycle phases and detecting apoptotic cells.
Chemical Information
Product Specification
Application
Literatures
Patents
Chemical Information
| Related CAS | 65-61-2 (monohydrochloride) |
| Synonyms | 3,6-Acridinediamine, N3,N3,N6,N6-tetramethyl-; N3,N3,N6,N6-tetramethyl-3,6-acridinediamine; Euchrysine; Waxoline Orange A; 3,6-Acridinediamine, N,N,N',N'-tetramethyl-; Acridine, 3,6-bis(dimethylamino)-; 3,6-Bis(dimethylamino)acridine; 3,6-Di(dimethylamino)acridine; Acridine orange free base; Brilliant Acridine Orange E; C.I. 46005B; C.I. Solvent Orange 15; NSC 194350; Solvent Orange 15; Acridine Orange Stain; Acridine Orange |
| Purity | ≥95% |
| IUPAC Name | 3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine |
| SMILES | CN(C)C1=CC2=C(C=C1)C=C3C=CC(=CC3=N2)N(C)C |
| InChI | InChI=1S/C17H19N3/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 |
| InChIKey | DPKHZNPWBDQZCN-UHFFFAOYSA-N |
| Solubility | Soluble in DMF, DMSO, Ethanol, PBS (pH 7.2) |
| Density | 1.169±0.06 g/cm3 |
| Appearance | Yellow Crystalline Solid |
| Boiling Point | 468.6±25.0°C at 760 mmHg |
| Melting Point | 181-182°C |
Product Specification
| Excitation | 502 nm (dsDNA), 460 nm (ssDNA and RNA), 475 nm (low pH) |
| Emission | 525 nm (dsDNA), 650 nm (ssDNA and RNA), 590 nm (low pH) |
| Storage | Store at -20°C |
Application
Acridine Orange Base, a versatile fluorescent dye with specialized applications in bioscience, is known for its various uses. Here are four key applications of Acridine Orange Base:
Nucleic Acid Staining: Widely employed for staining nucleic acids in biological specimens, Acridine Orange Base stands out for its unique property of intercalating with DNA and RNA. Emitting green fluorescence for DNA and red fluorescence for RNA when visualized under a fluorescence microscope, this dye serves as a crucial tool for distinguishing between different nucleic acid types in cells and tissues.
Cell Cycle Analysis: In the realm of flow cytometry, Acridine Orange Base plays a pivotal role in evaluating cell cycle phases by staining cellular DNA. When combined with other markers that highlight specific cell cycle stages, it aids in the precise identification of phases such as G1, S, and G2/M. Such precise analysis is vital for gaining insights into cell proliferation dynamics and understanding how pharmacological agents influence cell cycle progression.
Apoptosis Detection: Harnessing the capabilities of Acridine Orange Base, researchers can detect apoptotic cells through the staining of condensed chromatin and fragmented DNA. By discerning distinct staining patterns among live, apoptotic, and necrotic cells, scientists can gauge cellular health and evaluate responses to therapeutic interventions. This application holds particular significance in the realms of cancer research and drug development, where understanding cellular responses to treatments is paramount.
Parasitological Studies: In the field of parasitology, Acridine Orange Base emerges as a valuable tool for staining parasites like Plasmodium in blood smears. Its unique ability to highlight intracellular parasites against the backdrop of host cells aids in the accurate diagnosis of malaria and other parasitic infections. This application not only enhances the speed and precision of parasitological diagnostics but also proves especially beneficial in resource-constrained settings where rapid and accurate identification of parasites is crucial.
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 36126548 | 2022-10-15 | Long-term BPA exposure leads to bone malformation and abnormal expression of MAPK/Wnt/FoxO signaling pathway genes in zebrafish offspring | Ecotoxicology and environmental safety |
| 29975445 | 2018-08-01 | Antiapoptotic effects of vitamins C and E against cypermethrin-induced oxidative stress and spermatogonial germ cell apoptosis | Journal of biochemical and molecular toxicology |
| 25151148 | 2014-11-01 | Enhanced cellular uptake of a TAT-conjugated peptide inhibitor targeting the polo-box domain of polo-like kinase 1 | Amino acids |
| 22992911 | 2013-01-01 | Sperm chromatin structure assay (SCSA®) | Methods in molecular biology (Clifton, N.J.) |
| 23038670 | 2012-11-05 | Synthesis and biological studies of pyrazolyl-diamine Pt(II) complexes containing polyaromatic DNA-binding groups | Chembiochem : a European journal of chemical biology |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-115233445-A | A method for visible light-catalyzed antibacterial and durable finishing of silk | 2022-08-25 |
| CN-115167075-A | Disperse dye macromolecule-initiated photopolymer, grating and preparation method thereof | 2022-08-08 |
| CN-115172600-A | A kind of organic solar cell and preparation method thereof | 2022-07-25 |
| CN-115177604-A | Application of an astragalus isoflavane in the preparation of drugs for protecting the biological stability of BMSCs | 2022-07-13 |
| CN-114958744-A | A kind of in vitro stem cell expansion culture method and application | 2022-07-12 |
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