Zhang Yushi, Zhang Junqing, Su Meihui, Li Changhua
State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy, Key Laboratory of Functional Polymer Materials of Ministry of Education, Nankai University, Tianjin, 300071, PR China.
State Key Laboratory of Medicinal Chemical Biology, College of Pharmacy, Key Laboratory of Functional Polymer Materials of Ministry of Education, Nankai University, Tianjin, 300071, PR China.
Biosens Bioelectron. 2021 Mar 1;175:112866. doi: 10.1016/j.bios.2020.112866. Epub 2020 Nov 27.
Marring the reversible covalent chemistry with BODIPY dye, which is a superfamily of fluorophores with striking photophysical performances, would enable a panel of diverse dynamic fluorescent probes for biomedical applications. Herein we show that structural manipulation of BODIPY allows rational tuning of α-site or meso-site activation as well as the spectral response toward nucleophiles. By rational molecular design, we have obtained a highly specific and reversible GSH probe, BD-GSH, which exhibits a tremendously fast and dynamic fluorescence response within the wide physiological GSH concentration range of 0-8 mM. We successfully applied BD-GSH to real-time imaging of intracellular GSH dynamics in different cell lines. In light of the remarkable photophysical properties and synthesis flexibility of BODIPY dyes, the current findings will help to design more reversible BODIPY-based fluorescent probes targeting various bio-species.
将可逆共价化学与BODIPY染料相结合，BODIPY染料是一类具有出色光物理性能的荧光团超家族，这将能够开发出一系列用于生物医学应用的多样动态荧光探针。在此，我们表明对BODIPY进行结构操纵能够合理调节α位或中位活化以及对亲核试剂的光谱响应。通过合理的分子设计，我们获得了一种高度特异性且可逆的谷胱甘肽（GSH）探针BD-GSH，它在0-8 mM的宽生理GSH浓度范围内表现出极其快速且动态的荧光响应。我们成功地将BD-GSH应用于不同细胞系中细胞内GSH动态的实时成像。鉴于BODIPY染料卓越的光物理性质和合成灵活性，当前的研究结果将有助于设计更多靶向各种生物物种的基于BODIPY的可逆荧光探针。
