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SML1954

Sigma-Aldrich

X-34

≥90% (HPLC), powder, amyloid-specific fluorescent dye

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C24H18O6
Numero CAS:
215294-98-7
Peso molecolare:
402.40
Numero MDL:
MFCD30474509
Codice UNSPSC:
12352200
NACRES:
NA.77

Nome del prodotto

X-34, ≥90% (HPLC)

Livello qualitativo

100

Saggio

≥90% (HPLC)

Stato

powder

Colore

white to beige

Solubilità

DMSO: 2.0 mg/mL, clear

Temperatura di conservazione

2-8°C

Stringa SMILE

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

InChI

1S/C24H18O6/c25-21-11-9-17(13-19(21)23(27)28)7-5-15-1-2-16(4-3-15)6-8-18-10-12-22(26)20(14-18)24(29)30/h1-14,25-26H,(H,27,28)(H,29,30)
MCBNOAYTZBUCSX-UHFFFAOYSA-N

Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number

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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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