A mitochondrial dye
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Acridine Orange 10-nonyl (bromide)

Item No. 25545

Technical Information
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
Purity
≥90%
Emission
510 nm
Excitation
490 nm
A solid
DMF: SolubleDMSO: SolubleEthanol: 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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Acridine orange 10-nonyl is a mitochondrial dye and derivative of acridine orange (Item No. 14338) that incorporates into the cardiolipin-rich inner mitochondrial membrane.1 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 (Item No. 15218) in rat cortical astrocytes, neonatal cardiomyocytes, and isolated brain mitochondria, indicating dependence on mitochondrial membrane potential.2 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Petit, J.M., Maftah, A., Ratinaud, M.H., et al10N-nonyl acridine orange interacts with cardiolipin and allows the quantification of this phospholipid in isolated mitochondria. Eur. J. Biochem. 209(1), 267-273 (1992).

    2. Jacobson, J., Duchen, M.R., and Heales, S.J. Intracellular distribution of the fluorescent dye nonyl acridine orange responds to the mitochondrial membrane potential: Implications for assays of cardiolipin and mitochondrial mass. J. Neurochem. 82(2), 224-233 (2002).