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Key Documents

SML1954

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

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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

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).[1] X-34 has also been used to visualize intracellular immunoreactive deposits with classic amyloid fibrillar ultrastructure in living transgenic Caenorhabditis elegans animals.[2] It is also used as a histochemical stain for determining pathological changes in Alzheimer′s disease (AD).[3]
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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    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
    Substrate-targeting ?-secretase modulators
    Kukar TL
    Nature, 453, 925-929 (2008)
    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
    Chantal M Ferguson et al.
    Alzheimer's & dementia : the journal of the Alzheimer's Association, 20(4), 2632-2652 (2024-02-20)
    The most significant genetic risk factor for late-onset Alzheimer's disease (AD) is APOE4, with evidence for gain- and loss-of-function mechanisms. A clinical need remains for therapeutically relevant tools that potently modulate APOE expression. We optimized small interfering RNAs (di-siRNA, GalNAc)
    Sangderk Lee et al.
    Cell reports, 42(3), 112196-112196 (2023-03-06)
    The E4 allele of Apolipoprotein E (APOE) is associated with both metabolic dysfunction and a heightened pro-inflammatory response: two findings that may be intrinsically linked through the concept of immunometabolism. Here, we combined bulk, single-cell, and spatial transcriptomics with cell-specific

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