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74395

Sigma-Aldrich

Acridine Orange 10-nonyl bromide

for fluorescence, ≥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
MDL number:
MFCD00467605
UNSPSC Code:
12171500

grade

for fluorescence

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

storage temp.

2-8°C

SMILES string

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

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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

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