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Acridine orange 10-nonyl bromide free base · Synonyms: 10-n-Nonyl acridine orange

10-n-Nonyl acridine orange (NAO) is a mitochondrial-specific fluorochrome.

For research use only. Not for human or veterinary use.

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Acridine orange 10-nonyl bromide structure

CAS No.: 75168-11-5

Download structure (.mol)

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Description

10-n-Nonyl acridine orange (NAO) is a mitochondrial-specific fluorochrome. Acridine Orange 10-Nonyl Bromide is a fluorescent probe for cardiolipin (λex: 489 nm, λem: 525 nm).

Biological activity

In Vitro Acridine Orange 10-Nonyl Bromide is a fluorescent probe for cardiolipin (λex: 489 nm, λem: 525 nm) which can be used to quantify the cardiolipin in isolated mitochondria. In 15 min at 20°C, Acridine Orange 10-Nonyl Bromide at 4.75 μM saturates the mitochondrial binding sites present in 1.5 X 106 cells. When Acridine Orange 10-Nonyl Bromide interacts with cardiolipin, the dye excitation and emission wave lengths shift from 496 and 525 nm to 450 and 640 nm, respectively. Increasing amounts of cardiolipin (0 to 30 μM) and other acidic phospholipids in thin-walled vesicles added to Acridine Orange 10-Nonyl Bromide (45 μM) changes the red fluorescence emission measured at 640 nm according to the liposome composition.

Identifiers

SMILES
CCCCCCCCC[N+]1=C2C=C(N(C)C)C=CC2=CC3=C1C=C(N(C)C)C=C3.[Br-]
InChIKey
DRBHTUDHPPBMCD-UHFFFAOYSA-M

Specifications

MW (average)
472.5040
Formula
C26H38BrN3
CAS No.
75168-11-5
Physical state
Solid
Color
brown to red
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage
Powder 4℃, sealed storage, away from moisture and light, 2 years; In solvent -20℃ 1 month;

Solubility

Soluble in DMSO

References

[1]. Ratinaud MH, et al. In situ flow cytometric analysis of nonyl acridine orange-stained mitochondria from splenocytes. Cytometry. 1988 May;9(3):206-12.
[2]. Gallet PF, et al. Direct cardiolipin assay in yeast using the red fluorescence emission of 10-N-nonyl acridine orange. Eur J Biochem. 1995 Feb 15;228(1):113-9.

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