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215294-98-7

215294-98-7 Structure

215294-98-7 Structure
IdentificationBack Directory
[Name]

5,5'-((1E,1'E)-1,4-phenylenebis(ethene-2,1-diyl))bis(2-hydroxybenzoic acid)
[CAS]

215294-98-7
[Synonyms]

X-34
X-34 >=90% (HPLC)
Benzoic acid, 3,3'-(1,4-phenylenedi-2,1-ethenediyl)bis[6-hydroxy-
5,5'-((1E,1'E)-1,4-phenylenebis(ethene-2,1-diyl))bis(2-hydroxybenzoic acid)
[Molecular Formula]

C24H18O6
[MOL File]

215294-98-7.mol
[Molecular Weight]

402.4
Chemical PropertiesBack Directory
[Boiling point ]

669.9±55.0 °C(Predicted)
[density ]

1.448±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: 2.0mg/mL, clear
[form ]

Solid
[pka]

2.85±0.10(Predicted)
[color ]

Light yellow to yellow
[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)
[InChIKey]

MCBNOAYTZBUCSX-UHFFFAOYSA-N
[SMILES]

OC(C=C1)=C(C(O)=O)C=C1C=CC2=CC=C(C=CC3=CC=C(O)C(C(O)=O)=C3)C=C2
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

X-34 is a lipophilic and bright yellow-green fluorescent derivative of Congo red (HY-D0236). X-34 can be used to stain neuritic and diffuse plaques, neurofibrillary tangles (NFTs), neuropil threads, and cerebrovascular amyloid in the brain. X-34 can be used for research of Alzheimer’s disease[1].
[Biological Activity]

Fluorescentamyloid-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 Alzheimerμs disease (AD).''X-34 is a fluorescentamyloid-specific dye. It binds at a different site than Pittsburgh Compound B and is a highly fluorescent marker for beta-sheet structures.
[References]

[1] Styren SD, et al. X-34, a fluorescent derivative of Congo red: a novel histochemical stain for Alzheimer's disease pathology. J Histochem Cytochem. 2000 Sep;48(9):1223-32. DOI:10.1177/002215540004800906
[2] Link CD, et al. Visualization of fibrillar amyloid deposits in living, transgenic Caenorhabditis elegans animals using the sensitive amyloid dye, X-34. Neurobiol Aging. 2001 Mar-Apr;22(2):217-26. DOI:10.1016/s0197-4580(00)00237-2
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