Acridine Orange 10-nonyl (bromide)

Acridine orange 10-nonyl is a mitochondrial dye and derivative of acridine orange (Cay-14338) that incorporates into the cardiolipin-rich inner mitochondrial membrane. It selectively binds to cardiolipin-containing liposomes over phosphatidylserine- and phosphatidylinositol-containing liposomes in vitro (Kas = 0.002, 7,000, and 7,000 mM, respectively). Acridine orange 10-nonyl binding to mitochondria is abolished by the mitochondrial uncoupler FCCP (Cay-15218) in rat cortical astrocytes, neonatal cardiomyocytes, and isolated brain mitochondria, indicating dependence on mitochondrial membrane potential. Acridine orange 10-nonyl displays excitation/emission maxima of 490/510 nm, respectively, and has been used to quantify cardiolipin content and mitochondrial mass in isolated mitochondria and cellular systems.Formal Name: 3,6-bis(dimethylamino)-10-nonyl-acridinium, monobromide. CAS Number: 75168-11-5. Synonyms: 10-nonyl Acridine Orange. Molecular Formula: C26H38N3. Br. Formula Weight: 472.5. Purity: >90%. Emission: 510 nm. Excitation: 490 nm. Formulation: (Request formulation change), A solid. Solubility: DMF: Soluble, DMSO: Soluble, Ethanol: Soluble. SMILES: CN(C)C1=CC2=[N+](CCCCCCCCC)C3=C(C=C2C=C1)C=CC(N(C)C)=C3.[Br-]. InChi Code: InChI=1S/C26H38N3.BrH/c1-6-7-8-9-10-11-12-17-29-25-19-23(27(2)3)15-13-21(25)18-22-14-16-24(28(4)5)20-26(22)29,/h13-16,18-20H,6-12,17H2,1-5H3,1H/q+1,/p-1. InChi Key: DRBHTUDHPPBMCD-UHFFFAOYSA-M.