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Merck
CN

SML1792

Oxazole yellow

≥98% (HPLC), Fluorescent DNA-binding dye for apoptosis detection, powder

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:
152068-09-2
Molecular Weight:
629.32
UNSPSC Code:
12352200
PubChem Substance ID:
329826067
NACRES:
NA.77

Key Documents

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Product Name

Oxazole yellow, ≥98% (HPLC)

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

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

Quality Level

100

Related Categories

Biochem/physiol Actions

Dye to detect apoptotic cells
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
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000399042
0000399042
0000203458
0000177099
0000203458

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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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