Synthesis and structural characterization BODIPY-based compounds for fluorescence sensing of β-amyloid aggregates

IF 4 2区化学 Q2 CHEMISTRY, PHYSICAL Journal of Molecular Structure Pub Date : 2024-11-23 DOI:10.1016/j.molstruc.2024.140848

Hilal Kırpık , Robert B.P. Elmes , Koray Sayin , Muhammet Kose

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Abstract

Alzheimer's disease (AD) is a neurodegenerative disorder associated with aging. According to the amyloid cascade hypothesis, the aggregation and accumulation of β-amyloid (Aβ) peptides in the brain as Aβ plaques is a critical process in the pathogenesis of AD. Among the existing diagnosis methods, fluorescence detection of β-amyloid (Aβ) has emerged as an alternative method due to its advantages such as real-time detection, low cost, not exposed to radiation, and high resolution for early diagnosis of Alzheimer's disease (AD). In this study, we designed and synthesized BODIPY-based compounds (BODIPY-3, BODIPY-4 and BODIPY-5) for the fluorescence detection of Aβ aggregates. In the fluorescence studies for detecting Aβ, BODIPY-5 with the squaric acid ester unit at the meso position of the BODIPY core showed a promising effect with an 11.7 μM Kd value.

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用于β-淀粉样蛋白聚集体荧光传感的 BODIPY 基化合物的合成与结构表征

阿尔茨海默病（AD）是一种与衰老相关的神经退行性疾病。根据淀粉样蛋白级联假说，β-淀粉样蛋白（Aβ）肽在大脑中聚集并堆积成 Aβ 斑块是 AD 发病的关键过程。在现有的诊断方法中，β-淀粉样蛋白（Aβ）的荧光检测因其实时检测、成本低、不受辐射、分辨率高等优点而成为阿尔茨海默病（AD）早期诊断的替代方法。在本研究中，我们设计并合成了基于 BODIPY 的化合物（BODIPY-3、BODIPY-4 和 BODIPY-5），用于 Aβ 聚集体的荧光检测。在检测 Aβ 的荧光研究中，BODIPY-5 的方酸酯单元位于 BODIPY 核心的中位，其 Kd 值为 11.7 μM，显示出良好的效果。

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来源期刊

Journal of Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.

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