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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

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 (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 Code

11 - Combustible Solids

WGK

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
Taweesak Tangrodchanapong et al.
Molecules (Basel, Switzerland), 26(8) (2021-05-01)
The pathological finding of amyloid-β (Aβ) aggregates is thought to be a leading cause of untreated Alzheimer's disease (AD). In this study, we isolated 2-butoxytetrahydrofuran (2-BTHF), a small cyclic ether, from Holothuria scabra and demonstrated its therapeutic potential against AD
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)
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
Substrate-targeting ?-secretase modulators
Kukar TL
Nature, 453, 925-929 (2008)

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