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Merck

SML1954

Sigma-Aldrich

X-34

≥90% (HPLC)

Sinónimos:

1,4-Bis(3-carboxy-4-hydroxyphenylethenyl)benzene

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About This Item

Fórmula empírica (notación de Hill):
C24H18O6
Número de CAS:
Peso molecular:
402.40
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥90% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2.0 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC(C=C1)=C(C(O)=O)C=C1C=CC2=CC=C(C=CC3=CC=C(O)C(C(O)=O)=C3)C=C2

Biochem/physiol Actions

Fluorescent, amyloid-specific dye
X-34 (1,4-bis(3-carboxy-4-hydroxyphenylethenyl)-benzene) is one among the small-molecule γ-secretase modulators (GSMs) involved in lowering Aβ42 levels (the 42-residue isoform of the amyloid-β peptide). X-34 has also been used to visualize intracellular immunoreactive deposits with classic amyloid fibrillar ultrastructure in living transgenic Caenorhabditis elegans animals. It is also used as a histochemical stain for determining pathological changes in Alzheimer′s disease (AD).
X-34 is a fluorescent, amyloid-specific dye. It binds at a different site than Pittsburgh Compound B and is a highly fluorescent marker for beta-sheet structures.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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S D Styren et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 48(9), 1223-1232 (2000-08-19)
X-34, a lipophilic, highly fluorescent derivative of Congo red, was examined as a histochemical stain for pathological changes in Alzheimer's disease (AD). X-34 intensely stained neuritic and diffuse plaques, neurofibrillary tangles (NFTs), neuropil threads, and cerebrovascular amyloid. Comparison to standard
Visualization of fibrillar amyloid deposits in living, transgenic Caenorhabditis elegans animals using the sensitive amyloid dye, X-34
Link CD
Neurobiology of Aging, 22, 217-226 (2001)
Marcus Bäck et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 22(51), 18335-18338 (2016-11-04)
Deposits comprised of amyloid-β (Aβ) are one of the pathological hallmarks of Alzheimer's disease (AD) and small hydrophobic ligands targeting these aggregated species are used clinically for the diagnosis of AD. Herein, we observed that anionic oligothiophenes efficiently displaced X-34
Substrate-targeting ?-secretase modulators
Kukar TL
Nature, 453, 925-929 (2008)
Heidi Olzscha et al.
Cell chemical biology, 24(1), 9-23 (2016-12-19)
Lysine acetylation is becoming increasingly recognized as a general biological principle in cellular homeostasis, and is subject to abnormal control in different human pathologies. Here, we describe a global effect on amyloid-like protein aggregation in human cells that results from

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