Specifications
- Purity
- ≥95% (HPLC)
- Appearance
- Yellow to orange powder
- Identity
- 1H-NMR
Properties
- Solvents
- Soluble in DMSO, DMF or methanol (1mg/ml).
- Melting Point
- 274 - 281 °C
- Refractive Index
- n20D 1.73 (Predicted)
Available from stock
9-Amino-6-chloro-2-methoxyacridine
- SKU
- A0099
Category: Fluorescent Detection
- Synonyms
- ACMA, 2-Methoxy-6-chloro-9-aminoacridine, 9-Amino-3-chloro-7-methoxyacridine, G 185, NSC 15300
- 3548-09-2
- CAS-Number
- C14H11ClN2O
- Molecular Formula
- 258.70
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- +4°C
- Long Term Storage
- -20°C
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at -20°C.
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
- GHS Symbol
- GHS07
- Signal word
- Warning
- Transportation
- Not dangerous goods
- Description
- 9-Amino-6-chloro-2-methoxyacridine (ACMA) is a cell-permeable ph-sensitive fluorescent probe that intercalates into DNA. It selectively binds to poly(dA-dT) sequences with the fluorescence lifetime decreasing with incorporation of guanosine. It is used for nucleic acid staining/labeling. ACMA fluorescence is pH-dependent and is quenched when a pH gradient is established. Spectral Data: λex 411nm; λem 475nm (in methanol). Excitation of the ACMA-DNA complex (excitation/emission maxima ∼419/483 nm) is possible with most UV-light sources, making it compatible for use with both shorter- and longer-wavelength dyes. ACMA also apparently binds to membranes in the energized state and becomes quenched if a pH gradient forms. It has been extensively employed to follow cation and anion movement across membranes and to study the proton-pumping activity of various membrane-bound ATPases. ACMA also inhibits acetylcholinesterase.
- Smiles
- ClC1=CC=C(C(N)=C(C=C(OC)C=C2)C2=N3)C3=C1
- InChi Key
- IHHSSHCBRVYGJX-UHFFFAOYSA-N
- References
- (1) C. Helene, et al.; Biochem. Soc. Trans. 14, 201 (1986) , (2) T. Hard, et al.; J. Phys. Chem. 93, 4338 (1989) , (3) H. Rottenberg & R. Moreno-Sanchez; Biochim. Biophys. Acta 1183, 161 (1993) , (4) S.D. Watts & R.A. Capaldi; J. Biol. Chem. 272, 15065 (1997) , (5) K. Fukui, et al.; J. Photochem. Photobiol. B Biol. 50, 18 (1999) , (6) S. Bencharit, et al.; Chem. Biol. 10, 341 (2003) , (7) I. Carqueijeiro, et al.; Methods Mol. Biol. 1405, 121 (2016) , (8) P. Uzdavinys, et al.; PNAS 114, E1101 (2017)
- InChi
- InChI=1S/C14H11ClN2O/c1-18-9-3-5-12-11(7-9)14(16)10-4-2-8(15)6-13(10)17-12/h2-7H,1H3,(H2,16,17)
9-Amino-6-chloro-2-methoxyacridine (ACMA) is a cell-permeable ph-sensitive fluorescent probe that intercalates into DNA. It selectively binds to poly(dA-dT) sequences with the fluorescence lifetime decreasing with incorporation of guanosine. It is used for nucleic acid staining/labeling. ACMA fluorescence is pH-dependent and is quenched when a pH gradient is established. Spectral Data: λex 411nm; λem 475nm (in methanol). Excitation of the ACMA-DNA complex (excitation/emission maxima ∼419/483 nm) is possible with most UV-light sources, making it compatible for use with both shorter- and longer-wavelength dyes. ACMA also apparently binds to membranes in the energized state and becomes quenched if a pH gradient forms. It has been extensively employed to follow cation and anion movement across membranes and to study the proton-pumping activity of various membrane-bound ATPases. ACMA also inhibits acetylcholinesterase.
Additional information
| Synonyms | ACMA, 2-Methoxy-6-chloro-9-aminoacridine, 9-Amino-3-chloro-7-methoxyacridine, G 185, NSC 15300 |
|---|---|
| Purity | ≥95% (HPLC) |
| Appearance | Yellow to orange powder |
| CAS-Number | 3548-09-2 |
| Molecular Formula | C14H11ClN2O |
| Molecular Weight | 258.70 |
| Identity | 1H-NMR |
| Solvents | Soluble in DMSO, DMF or methanol (1mg/ml). |
| Melting Point | 274 – 281 °C |
| Refractive Index | n20D 1.73 (Predicted) |
| Smiles | ClC1=CC=C(C(N)=C(C=C(OC)C=C2)C2=N3)C3=C1 |
| InChi Key | IHHSSHCBRVYGJX-UHFFFAOYSA-N |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330 |
| GHS Symbol | GHS07 |
| Signal word | Warning |
| Transportation | Not dangerous goods |
| References | (1) C. Helene, et al.; Biochem. Soc. Trans. 14, 201 (1986), (2) T. Hard, et al.; J. Phys. Chem. 93, 4338 (1989), (3) H. Rottenberg & R. Moreno-Sanchez; Biochim. Biophys. Acta 1183, 161 (1993), (4) S.D. Watts & R.A. Capaldi; J. Biol. Chem. 272, 15065 (1997), (5) K. Fukui, et al.; J. Photochem. Photobiol. B Biol. 50, 18 (1999), (6) S. Bencharit, et al.; Chem. Biol. 10, 341 (2003), (7) I. Carqueijeiro, et al.; Methods Mol. Biol. 1405, 121 (2016), (8) P. Uzdavinys, et al.; PNAS 114, E1101 (2017) |
| InChi | InChI=1S/C14H11ClN2O/c1-18-9-3-5-12-11(7-9)14(16)10-4-2-8(15)6-13(10)17-12/h2-7H,1H3,(H2,16,17) |
| Quantity | 25 mg, 50 mg, Bulk |
