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Synthesis and characterization of high affinity fluorogenic α-synuclein probes

Zsofia Lengyel‐Zhand, John J. Ferrie, Bieneke Janssen, Chia‐Ju Hsieh, Thomas J. A. Graham, Kui-ying Xu, Conor M. Haney, Virginia M.‐Y. Lee, John Q. Trojanowski, E. James Petersson, Robert H. Mach

2020Chemical Communications37 citationsDOIOpen Access PDF

Abstract

Fluorescent small molecules are powerful tools for imaging α-synuclein pathology in vitro and in vivo. In this work, we explore benzofuranone as a potential scaffold for the design of fluorescent α-synuclein probes. These compounds have high affinity for α-synuclein, show fluorescent turn-on upon binding to fibrils, and display different binding to Lewy bodies, Lewy neurites and glial cytoplasmic inclusion pathologies in post-mortem brain tissue. These studies not only reveal the potential of benzofuranone compounds as α-synuclein specific fluorescent probes, but also have implications for the ways in which α-synucleinopathies are conformationally different and display distinct small molecule binding sites.

Topics & Concepts

SynucleinopathiesFluorescenceChemistryBiophysicsCharacterization (materials science)BiochemistryCombinatorial chemistryComputational biologyAlpha-synucleinNanotechnologyBiologyMaterials scienceMedicineParkinson's diseasePathologyDiseasePhysicsQuantum mechanicsParkinson's Disease Mechanisms and TreatmentsNuclear Receptors and SignalingClick Chemistry and Applications