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Hydroxyethyl-Modified Cycloheptatriene-BODIPY Derivatives as Specific Tau Imaging Probes.

ABSTRACT: Near-infrared fluorescence (NIRF) imaging as an exquisite sensitive, high spatial-resolution, and real-time tool plays an important role in visualizing pathologies in the brain. In this study, we designed and synthesized a series of NIR probes of hydroxyethyl cycloheptatriene-BODIPY derivatives that have demonstrated strong binding specificity to native neurofibrillary tangles (NFTs) in Alzheimer's disease (AD) brain sections. The improved hydrophilicity of TNIR7-9 and TNIR7-11 resulted in faster clearance rates from healthy brains (4.2 and 10.9, respectively) compared to previously reported compounds. Furthermore, TNIR7-13, which features a fluorinated modification, exhibited a high binding affinity to Tau aggregates (K_d = 11.8 nM) and held promise for future PET studies.

SUBMITTER: Li Y

PROVIDER: S-EPMC10424304 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature

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Hydroxyethyl-Modified Cycloheptatriene-BODIPY Derivatives as Specific Tau Imaging Probes.

Li Yuying Y Tian Chuan C Xie Tianxin T Zhang Qi-Lei QL Liu Jiaqi J Yan Xiao-Xin XX Dai Jiapei J Liang Yi Y Cui Mengchao M

ACS medicinal chemistry letters 20230711 8

Near-infrared fluorescence (NIRF) imaging as an exquisite sensitive, high spatial-resolution, and real-time tool plays an important role in visualizing pathologies in the brain. In this study, we designed and synthesized a series of NIR probes of hydroxyethyl cycloheptatriene-BODIPY derivatives that have demonstrated strong binding specificity to native neurofibrillary tangles (NFTs) in Alzheimer's disease (AD) brain sections. The improved hydrophilicity of <b>TNIR7-9</b> and <b>TNIR7-11</b> res ...[more]

PMID: 37583810

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