Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- Orange to red powder
- Identity
- 1H-NMR
Properties
- Solvents
- water (20 mg/ml) or DMSO (20 mg/ml).
- Melting Point
- 284-287 °C (lit.)
- UV / Vis
- λmax 492 nm
Available from stock
Acridine Orange hydrochloride hydrate
- SKU
- A0005
Categories: Fluorescent Detection, Fluorescent Detection
- Synonyms
- 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 , 1704465-79-1
- 65-61-2
- CAS-Number
- C17H19N3 · HCl · xH2O
- Molecular Formula
- 301.81 (anhydrous basis)
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- RT
- Long Term Storage
- +4°C
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at +4°C.
- Hazard statements
- H341
- Precautionary statements
- P201 - P202 - P280 - P308 + P313 - P405 - P501
- GHS Symbol
- GHS08
- Signal word
- Warning
- Transportation
- Not dangerous goods
- Description
- Acridine Orange hydrochloride salt is a cell-permeable metachromatic fluorescent dye that stains DNA and RNA. It is used as a nucleic acid-selective fluorescent cationic dye useful for cell cycle determination and staining dead cells. Being cell-permeable, it interacts with DNA and RNA by intercalation or electrostatic attractions respectively. When bound to DNA, it is very similar spectrally to fluorescein, with an excitation maximum at 502nm and an emission maximum at 525nm (green). When acridine orange associates with RNA, the excitation maximum shifts to 460nm (blue), and the emission maximum shifts to 650nm (red). Acridine orange will also enter acidic compartments such as lysosomes where it becomes protonated and sequestered. At low pH (inside the organelles), it will emit an orange fluorescence (peak at 590nm) and for optimal endosome visualization a blue light excitation (475nm) is used. Thus, acridine orange can be used to visualize primary lysosomes and phagolysosomes that may include products of phagocytosis of apoptotic cells. The dye is often used in epifluorescence microscopy and flow cytometry. It allows for visual detection of nucleic acids on agarose and polyacrylamide gels, can be used for differentiation of dsDNA (green fluorescence) and ssDNA/RNA (red fluorescence) and as a vitality test for determination of living cells. Spectral data: λEx=502nm, λEm=525nm (green, double strands) / λEx=460nm, λEm=650nm (red, single strands) / λEx=475nm, λEm=590nm (orange, acidic conditions).
- Smiles
- CN(C)C1=CC=C2C(N=C(C=C(N(C)C)C=C3)C3=C2)=C1.[H]Cl
- InChi Key
- VSTHNGLPHBTRMB-UHFFFAOYSA-N
- References
- (1) F.H. Kasten, Int. Rev. Cytol. 21, 141 (1967) (Review) , (2) J.F. Golden & S.S. West, J. Histochem. Cytochem. 22, 495 (1974) , (3) J.F. Golden, et al., J. Histochem. Cytochem. 27, 522 (1979) , (4) J.K. Frost, et al., J. Histochem. Cytochem. 27, 545 (1979) , (5) H.W. Tyrer, et al., J. Histochem. Cytochem. 27, 552 (1979) , (6) R.N. Paul, Stain Technol. 55, 195 (1980) , (7) S. Mirrett, Inf. Contr. Hosp. Epidemiol. 3, 250 (1982) (Review) , (8) Z. Darzynkiewicz, et al., Curr. Protoc. Cytom. Chapter 7, Unit 7.3 (2004) (Review) , (9) J. Han & K. burgess, Chem. Revs. 110, 2709 (2010) , (10) R.W. Sabnis, Handbook of Fluorescent Dyes and Probes (2015) , (11) M.P. Thome, et al., J. Cell Sci. 129, 4622 (2016)
- 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
Acridine Orange hydrochloride salt is a cell-permeable metachromatic fluorescent dye that stains DNA and RNA. It is used as a nucleic acid-selective fluorescent cationic dye useful for cell cycle determination and staining dead cells. Being cell-permeable, it interacts with DNA and RNA by intercalation or electrostatic attractions respectively. When bound to DNA, it is very similar spectrally to fluorescein, with an excitation maximum at 502nm and an emission maximum at 525nm (green). When acridine orange associates with RNA, the excitation maximum shifts to 460nm (blue), and the emission maximum shifts to 650nm (red). Acridine orange will also enter acidic compartments such as lysosomes where it becomes protonated and sequestered. At low pH (inside the organelles), it will emit an orange fluorescence (peak at 590nm) and for optimal endosome visualization a blue light excitation (475nm) is used. Thus, acridine orange can be used to visualize primary lysosomes and phagolysosomes that may include products of phagocytosis of apoptotic cells. The dye is often used in epifluorescence microscopy and flow cytometry. It allows for visual detection of nucleic acids on agarose and polyacrylamide gels, can be used for differentiation of dsDNA (green fluorescence) and ssDNA/RNA (red fluorescence) and as a vitality test for determination of living cells. Spectral data: λEx=502nm, λEm=525nm (green, double strands) / λEx=460nm, λEm=650nm (red, single strands) / λEx=475nm, λEm=590nm (orange, acidic conditions).
Additional information
| Synonyms | 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, 1704465-79-1 |
|---|---|
| Purity | ≥98% (HPLC) |
| Appearance | Orange to red powder |
| CAS-Number | 65-61-2 |
| Molecular Formula | C17H19N3 · HCl · xH2O |
| Molecular Weight | 301.81 (anhydrous basis) |
| Identity | 1H-NMR |
| Solvents | water (20 mg/ml) or DMSO (20 mg/ml). |
| Melting Point | 284-287 °C (lit.) |
| UV / Vis | λmax 492 nm |
| Smiles | CN(C)C1=CC=C2C(N=C(C=C(N(C)C)C=C3)C3=C2)=C1.[H]Cl |
| InChi Key | VSTHNGLPHBTRMB-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Hazard statements | H341 |
| Precautionary statements | P201 – P202 – P280 – P308 + P313 – P405 – P501 |
| GHS Symbol | GHS08 |
| Signal word | Warning |
| Transportation | Not dangerous goods |
| References | (1) F.H. Kasten, Int. Rev. Cytol. 21, 141 (1967) (Review), (2) J.F. Golden & S.S. West, J. Histochem. Cytochem. 22, 495 (1974), (3) J.F. Golden, et al., J. Histochem. Cytochem. 27, 522 (1979), (4) J.K. Frost, et al., J. Histochem. Cytochem. 27, 545 (1979), (5) H.W. Tyrer, et al., J. Histochem. Cytochem. 27, 552 (1979), (6) R.N. Paul, Stain Technol. 55, 195 (1980), (7) S. Mirrett, Inf. Contr. Hosp. Epidemiol. 3, 250 (1982) (Review), (8) Z. Darzynkiewicz, et al., Curr. Protoc. Cytom. Chapter 7, Unit 7.3 (2004) (Review), (9) J. Han & K. burgess, Chem. Revs. 110, 2709 (2010), (10) R.W. Sabnis, Handbook of Fluorescent Dyes and Probes (2015), (11) M.P. Thome, et al., J. Cell Sci. 129, 4622 (2016) |
| 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 |
| Quantity | 1 g, 5 g, Bulk |
