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9-Amino-6-chloro-2-methoxyacridine (CAS 3548-09-2)

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Alternate Names:
ACMA
Application:
9-Amino-6-chloro-2-methoxyacridine is a nucleic acid stain
CAS Number:
3548-09-2
Purity:
≥95%
Molecular Weight:
258.70
Molecular Formula:
C14H11ClN2O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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9-Amino-6-chloro-2-methoxyacridine, or ACMA is a biochemical stain potentially useful in nucleic acid staining. 9-Amino-6-chloro-2-methoxyacridine is a fluorescent probe used in assessing the redox potential within biological systems. It is used in determining pH in cells and tissues as an analytical method. Interestingly, this compound has demonstrated the ability to selectively lyse bacterial cells, while sparing mammalian cells. The mechanism behind this phenomenon involves the formation of disulfide bonds. The protein α subunit interacts with DNA duplexes, initiating transfer reactions that induce breaks in the DNA strand, ultimately resulting in cell lysis.


9-Amino-6-chloro-2-methoxyacridine (CAS 3548-09-2) References

  1. Antimalarial, antitrypanosomal, and antileishmanial activities and cytotoxicity of bis(9-amino-6-chloro-2-methoxyacridines): influence of the linker.  |  Girault, S., et al. 2000. J Med Chem. 43: 2646-54. PMID: 10893302
  2. Distance-dependent activation energies for hole injection from protonated 9-amino-6-chloro-2-methoxyacridine into duplex DNA.  |  Davis, WB., et al. 2002. J Am Chem Soc. 124: 2422-3. PMID: 11890775
  3. Conjugation of various acridines to DNA for site-selective RNA scission by lanthanide ion.  |  Kuzuya, A., et al. 2002. Bioconjug Chem. 13: 365-9. PMID: 11906275
  4. Reconstitution and kinetics of vacuolar H(+)-translocating ATPases from plants and animals.  |  Apps, DK., et al. 1992. Biochem Soc Trans. 20: 245S. PMID: 1426540
  5. Studies on the ATPase complex from beef-heart mitochondria. I. Isolation and characterization of an oligomycin-sensitive and an olgiomycin-insensitive ATPase complex from beef-heart mitochondria.  |  Berden, JA. and Voorn-Brouwer, MM. 1978. Biochim Biophys Acta. 501: 424-39. PMID: 147105
  6. Design of phosphoramidite monomer for optimal incorporation of functional intercalator to main chain of oligonucleotide.  |  Shi, Y., et al. 2005. Bioconjug Chem. 16: 306-11. PMID: 15769083
  7. 4-Aminoquinoline quinolizidinyl- and quinolizidinylalkyl-derivatives with antimalarial activity.  |  Sparatore, A., et al. 2005. Bioorg Med Chem. 13: 5338-45. PMID: 16054368
  8. The essential carboxyl group in subunit c of the F1F0 ATP synthase can be moved and H(+)-translocating function retained.  |  Miller, MJ., et al. 1990. Proc Natl Acad Sci U S A. 87: 4900-4. PMID: 2142302
  9. Functional reconstitution of a proton-translocating system responsive to fusicoccin.  |  Aducci, P., et al. 1988. Proc Natl Acad Sci U S A. 85: 7849-51. PMID: 2903497
  10. Oligo(alpha-deoxynucleotide)s covalently linked to intercalating agents: differential binding to ribo- and deoxyribopolynucleotides and stability towards nuclease digestion.  |  Thuong, NT., et al. 1987. Proc Natl Acad Sci U S A. 84: 5129-33. PMID: 3474645
  11. The uncoupler-binding protein in the proton-pumping ATPase from beef-heart mitochondria.  |  Berden, JA. and Henneke, MA. 1981. FEBS Lett. 126: 211-4. PMID: 6263696
  12. The proton pumping activity of H(+)-ATPases: an improved fluorescence assay.  |  Rottenberg, H. and Moreno-Sanchez, R. 1993. Biochim Biophys Acta. 1183: 161-70. PMID: 8399374
  13. The acridine ring selectively intercalated into a DNA helix at various types of abasic sites: double strand formation and photophysical properties.  |  Fukui, K. and Tanaka, K. 1996. Nucleic Acids Res. 24: 3962-7. PMID: 8918798

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

9-Amino-6-chloro-2-methoxyacridine, 25 mg

sc-214430
25 mg
$300.00