CAS Number65-61-2
SynonymsRHODULINE ORANGE; Acridiniumorange-Kation; Acridinorangekation; EUCHRYSINE 3RX; Acridin-orange; acridineorangens; acridineoranger; MFCD00150070; BASIC ORANGE; Zamifenacin fumarate; acridineorangeno; EINECS 200-614-0; Acridine Orange (hydrochloride)
Molecular FormulaC17H20ClN3
Molecular Weight301.81
Density1.001 g/mL at 20ºC
Boiling Point468.6ºC at 760 mmHg
Melting Point284-287ºC(lit.)
Appearanceliquid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 65-61-2 |
| Catalog No. | 2A-9085141 |
| Chinese Name | 吖啶橙 |
| Synonyms | RHODULINE ORANGE; Acridiniumorange-Kation; Acridinorangekation; EUCHRYSINE 3RX; Acridin-orange; acridineorangens; acridineoranger; MFCD00150070; BASIC ORANGE; Zamifenacin fumarate; acridineorangeno; EINECS 200-614-0; Acridine Orange (hydrochloride) |
| Molecular Formula | C17H20ClN3 |
| Molecular Weight | 301.81 |
| Density | 1.001 g/mL at 20ºC |
| Boiling Point | 468.6ºC at 760 mmHg |
| Melting Point | 284-287ºC(lit.) |
| Appearance | liquid |
| Water Solubility | Soluble in water, ethanol, dimethyl sulfoxide |
| Storage Condition | This product should be sealed, dry and protected f |
| Application | Acridine orange is a cell-permeable fluorescent dye that binds to nucleic acids, causing spectral emission changes. |
| HTC | 32041300 |
| PubChem ID | 329771043 |
| MDL Number | MFCD00005029 |
| SMILES | N(C)(C)c1cc2nc3c(cc2cc1)ccc(c3)N(C)C |
| 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 |
| InChI Key | DPKHZNPWBDQZCN-UHFFFAOYSA-N |
| NACRES Code | NA.47 |
| UNSPSC | 12171500 |
| Hazard Symbols | transportation |
| MSDS | msds/85141_1_65_61_2.pdf |
| Bioactivity | 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. 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 InChIKey VSTHNGLPHBTRMB-UHFFFAOYSA-N SMILES CN(C)c1ccc2cc3ccc(N(C)C)cc3nc2c1.Cl Water Solubility Soluble in water, ethanol, dimethyl sulfoxide |
| Use of | Acridine orange is a cell-permeable fluorescent dye that binds to nucleic acids, resulting in an altered spectral emission. Properties Articles396 Name acridine orange Synonym More Synonyms 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]. 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. Chemical & Physical Properties Exact Mass 301.13500 PSA 19.37000 LogP 4.32200 InChIKey VSTHNGLPHBTRMB-UHFFFAOYSA-N Water Solubility Soluble in water, ethanol, dimethyl sulfoxide |
| Transport Info | Product name: Purity: 99.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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