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Merck
CN

74395

Acridine Orange 10-nonyl bromide

≥90% (HPLC)

Synonym(s):

10-Nonylacridine orange bromide, 3,6-Bis(dimethylamino)-10-nonylacridinium bromide

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About This Item

Empirical Formula (Hill Notation):
C26H38BrN3
CAS Number:
75168-11-5
Molecular Weight:
472.50
UNSPSC Code:
12171500
MDL number:
MFCD00467605

Key Documents

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InChI key

DRBHTUDHPPBMCD-UHFFFAOYSA-M

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

SMILES string

[Br-].CCCCCCCCC[n+]1c2cc(ccc2cc3ccc(cc13)N(C)C)N(C)C

assay

≥90% (HPLC)

mp

≥250 °C (lit.)

solubility

DMSO: soluble, ethanol, DMSO: soluble, ethanol: soluble, methanol: soluble

fluorescence

λex 494 nm; λem 519 nm in methanol

suitability

suitable for fluorescence

storage temp.

2-8°C

Application

Metachromatic dye useful as a mitochondrial probe in living cells. This dye has been used to analyze mitochondria by flow cytometry, characterize multidrug resistance, and measure changes in mitochondrial mass during apoptosis in rat thymocytes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorescent probe for the in situ study of mitochondria

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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M H Ratinaud et al.
Cytometry, 9(3), 206-212 (1988-05-01)
Due to its spectral characteristics, the fluorochrome nonyl acridine orange (NAO) (lambda abs:489 nm, lambda em:525 nm), which is spontaneously incorporated by mitochondria with a high relative specificity, provides a new probe for the in situ study of these organelles
A Maftah et al.
FEBS letters, 260(2), 236-240 (1990-01-29)
The fluorescent dye 10-N-nonyl acridine orange (NAO), known as specifically associated with mitochondria, has been reported to have a cytotoxic effect when high doses were applied to cells. Presently, the biochemical basis of its toxicity was investigated on isolated rat

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