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Amyloid β-Binding Bifunctional Chelators with Favorable Lipophilicity for <sup>64</sup> Cu Positron Emission Tomography Imaging in Alzheimer’s Disease

Yujue Wang, Truc T. Huynh, Hong-Jun Cho, Yung‐Ching Wang, Buck E. Rogers, Liviu M. Mirica

2021Inorganic Chemistry18 citationsDOI

Abstract

Herein, we report a new series of bifunctional chelators (BFCs) with a high affinity for amyloid aggregates, a strong binding affinity toward Cu(II), and favorable lipophilicity for potential blood–brain barrier penetration. The alkyl carboxylate ester pendant arms offer up to 3 orders of magnitude higher binding affinity toward Cu(II) and enable the BFCs to form stable 64Cu-radiolabeled complexes. Among the five compounds tested, the 64Cu-YW-7 and 64Cu-YW-10 complexes exhibit strong and specific staining of amyloid plaques in ex vivo autoradiography studies. Importantly, these BFCs have promising partition coefficient (log Doct) values of 0.91–1.26 and show some brain uptake in biodistribution studies using CD-1 mice. Overall, these BFCs could serve as lead compounds for the development of positron emission tomography imaging agents for AD diagnosis.

Topics & Concepts

LipophilicityChemistryBiodistributionPositron emission tomographyBifunctionalPittsburgh compound BEx vivoIn vivoAmyloid (mycology)BiophysicsAlzheimer's diseaseStereochemistryBiochemistryIn vitroPathologyNeuroscienceDiseaseCatalysisMedicineInorganic chemistryBiologyBiotechnologyRadiopharmaceutical Chemistry and ApplicationsLanthanide and Transition Metal ComplexesRadioactive element chemistry and processing
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