SML1954
X-34
≥90% (HPLC), powder, amyloid-specific fluorescent dye
Synonym(s):
1,4-Bis(3-carboxy-4-hydroxyphenylethenyl)benzene
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About This Item
Empirical Formula (Hill Notation):
C24H18O6
CAS Number:
Molecular Weight:
402.40
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Product Name
X-34, ≥90% (HPLC)
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
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)
InChI key
MCBNOAYTZBUCSX-UHFFFAOYSA-N
Biochem/physiol Actions
Fluorescent, amyloid-specific dye
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.
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).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Substrate-targeting ?-secretase modulators
Kukar TL
Nature, 453, 925-929 (2008)
Andy P Tsai et al.
Neurobiology of disease, 153, 105303-105303 (2021-02-26)
Alzheimer's disease (AD) is a progressive neurodegenerative disorder characterized by cognitive decline, robust microgliosis, neuroinflammation, and neuronal loss. Genome-wide association studies recently highlighted a prominent role for microglia in late-onset AD (LOAD). Specifically, inositol polyphosphate-5-phosphatase (INPP5D), also known as SHIP1
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