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SML1792

Sigma-Aldrich

Oxazole yellow

≥98% (HPLC)

Synonym(s):

4-[(3-Methyl-2(3H)-benzoxazolylidene)methyl]-1-[3-(trimethylammonio)propyl]-quinolinium diiodide

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About This Item

Empirical Formula (Hill Notation):
C24H29I2N3O
CAS Number:
Molecular Weight:
629.32
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

yellow to orange-brown

solubility

H2O: 5, clear (warmed)

storage temp.

2-8°C

SMILES string

CN1C2=CC=CC=C2OC1=CC3=CC=[N+](CCC[N+](C)(C)C)C4=C3C=CC=C4

InChI

1S/C24H29N3O.2HI/c1-25-22-12-7-8-13-23(22)28-24(25)18-19-14-16-26(15-9-17-27(2,3)4)21-11-6-5-10-20(19)21;;/h5-8,10-14,16,18H,9,15,17H2,1-4H3;2*1H/q+2;;/p-2

InChI key

ULHRKLSNHXXJLO-UHFFFAOYSA-L

Biochem/physiol Actions

Oxazole yellow is a fluorescent cyanine dye that binds to DNA and is used to detect apoptotic cells. Oxazole yellow does not enter live cells. However, during apoptosis the cytoplasmic membrane becomes slightly permeable, allowing entry of the dye. Oxazole yellow is often used along with propidium iodide (catalog no. P4170), a DNA dead cell stain that does not enter either live or apoptotic cells. The λEx/λEm of Oxazole yellow is 491/509.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Andreas S Biebricher et al.
Nature communications, 6, 7304-7304 (2015-06-19)
DNA intercalators are widely used as fluorescent probes to visualize DNA and DNA transactions in vivo and in vitro. It is well known that they perturb DNA structure and stability, which can in turn influence DNA-processing by proteins. Here we
Sho Fujisawa et al.
Cytotechnology, 66(2), 259-273 (2013-09-26)
Radiofrequency (RF) ablation (RFA) is a minimally invasive treatment for colorectal-cancer liver metastases (CLM) in selected nonsurgical patients. Unlike surgical resection, RFA is not followed by routine pathological examination of the target tumor and the surrounding liver tissue. The aim

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