65-61-2
Chemical Structure
Acridine Orange hydrochloride
- CAS. Nr.: 65-61-2
- Formula:C17H20ClN3
- Molecular Weight:301.82
IUPAC Name: N3,N3,N6,N6-tetramethylacridine-3,6-diamine hydrochloride
InChIKey: VSTHNGLPHBTRMB-UHFFFAOYSA-N
SMILES: CN(C)C1=CC=C2C(N=C3C=C(N(C)C)C=CC3=C2)=C1.[H]Cl
Biological Activity: Acridine Orange hydrochloride is a cell-permeable fluorescent nucleic acid dye and lysosomal probe with a pKa of 9.65. Acridine Orange hydrochloride enters cells via passive diffusion, is protonated and accumulates in acidic lysosomes, and forms aggregates at high concentrations, producing orange-red fluorescence; when the lysosomal proton gradient or membrane integrity is impaired, Acridine Orange hydrochloride is released into the cytoplasm, green fluorescence increases and red fluorescence decreases, so it can be used to monitor lysosomal acidification status and changes in membrane permeability. Acridine Orange hydrochloride binds to nucleic acids through intercalation or electrostatic interactions, exhibiting mainly green fluorescence when bound to double-stranded DNA and mainly red fluorescence when bound to RNA or single-stranded DNA, and can be used for nucleic acid staining and differential DNA/RNA detection. The Ex/Em of Acridine Orange hydrochloride monomer is approximately 492/525 nm; when bound to double-stranded DNA it is approximately 488/520-524 nm, and when bound to RNA or single-stranded DNA it is approximately 457/630-650 nm[1][2][3].
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Acridine Orange hydrochloride | 99.65% | Acridine Orange hydrochloride is a cell-permeable fluorescent nucleic acid dye and lysosomal probe with a pKa of 9.65. Acridine Orange hydrochloride enters cells via passive diffusion, is protonated and accumulates in acidic lysosomes, and forms aggregates at high concentrations, producing orange-red fluorescence; when the lysosomal proton gradient or membrane integrity is impaired, Acridine Orange hydrochloride is released into the cytoplasm, green fluorescence increases and red fluorescence decreases, so it can be used to monitor lysosomal acidification status and changes in membrane permeability. Acridine Orange hydrochloride binds to nucleic acids through intercalation or electrostatic interactions, exhibiting mainly green fluorescence when bound to double-stranded DNA and mainly red fluorescence when bound to RNA or single-stranded DNA, and can be used for nucleic acid staining and differential DNA/RNA detection. The Ex/Em of Acridine Orange hydrochloride monomer is approximately 492/525 nm; when bound to double-stranded DNA it is approximately 488/520-524 nm, and when bound to RNA or single-stranded DNA it is approximately 457/630-650 nm. | ||||||||||||||||||||
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Acridine Orange hydrochloride (Standard) | ≥98% | Acridine Orange hydrochloride (Standard) is the analytical standard of Acridine Orange (hydrochloride) (HY-101879). This product is intended for research and analytical applications. Acridine Orange hydrochloride is a cell-permeable fluorescent nucleic acid dye and lysosomal probe with a pKa of 9.65. Acridine Orange hydrochloride enters cells via passive diffusion, is protonated and accumulates in acidic lysosomes, and forms aggregates at high concentrations, producing orange-red fluorescence; when the lysosomal proton gradient or membrane integrity is impaired, Acridine Orange hydrochloride is released into the cytoplasm, green fluorescence increases and red fluorescence decreases, so it can be used to monitor lysosomal acidification status and changes in membrane permeability. Acridine Orange hydrochloride binds to nucleic acids through intercalation or electrostatic interactions, exhibiting mainly green fluorescence when bound to double-stranded DNA and mainly red fluorescence when bound to RNA or single-stranded DNA, and can be used for nucleic acid staining and differential DNA/RNA detection. The Ex/Em of Acridine Orange hydrochloride monomer is approximately 492/525 nm; when bound to double-stranded DNA it is approximately 488/520-524 nm, and when bound to RNA or single-stranded DNA it is approximately 457/630-650 nm. | ||||||||||||||||||||
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Acridine Orange hydrochloride (solution) | Acridine Orange hydrochloride (solution) is a cell-permeable fluorescent nucleic acid dye and lysosomal probe with a pKa of 9.65. Acridine Orange hydrochloride (solution) enters cells via passive diffusion, is protonated and accumulates in acidic lysosomes, and forms aggregates at high concentrations, producing orange-red fluorescence; when the lysosomal proton gradient or membrane integrity is impaired, Acridine Orange hydrochloride (solution) is released into the cytoplasm, green fluorescence increases and red fluorescence decreases, so it can be used to monitor lysosomal acidification status and changes in membrane permeability. Acridine Orange hydrochloride (solution) binds to nucleic acids through intercalation or electrostatic interactions, exhibiting mainly green fluorescence when bound to double-stranded DNA and mainly red fluorescence when bound to RNA or single-stranded DNA, and can be used for nucleic acid staining and differential DNA/RNA detection. The Ex/Em of Acridine Orange hydrochloride (solution) monomer is approximately 492/525 nm; when bound to double-stranded DNA it is approximately 488/520-524 nm, and when bound to RNA or single-stranded DNA it is approximately 457/630-650 nm. Solvent and Concentration: Sterile water: 10 mg/mL The 1 mL volume is defined as the base specification. All larger sizes correspond to incremental volumes of this base. |
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Similarity Score 0.98
HY-D0952Acridine Orange base -
Similarity Score 0.94
HY-D0942Acridine Orange zinc chloride salt -
Similarity Score 0.77
HY-D0971Pyronin Y -
Similarity Score 0.75
HY-14536AMethylene blue (purity≥70%) -
Similarity Score 0.74
HY-W104195A3,6-Diaminoacridine hydrochloride, 98% -
Similarity Score 0.74
HY-D1782Selenomethylene blue -
Similarity Score 0.74
HY-B1741A3,6-Diaminoacridine dihydrochloride -
Similarity Score 0.73
HY-B17413,6-Diaminoacridine -
Similarity Score 0.70
HY-W1973933,6-Diaminoacridine sulfate -
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References
- [1]. Eriksson I, et al. Real-Time Monitoring of Lysosomal Membrane Permeabilization Using Acridine Orange. Methods Protoc. 2023 Aug 9;6(4):72. [Content Brief]
- [2]. Darzynkiewicz Z, et al. Differential staining of DNA and RNA. Current protocols in cytometry. 2004 Nov;Chapter 7:Unit 7.3. [Content Brief]
- [3]. Yektaeian N, et al. Lipophilic tracer Dil and fluorescence labeling of acridine orange used for Leishmania major tracing in the fibroblast cells. Heliyon. 2019 Dec 18;5(12):e03073. [Content Brief]
