紧身衣
吡啶
部分
荧光
线粒体
化学
光化学
生物物理学
斯托克斯位移
肉豆蔻酰化
立体化学
膜
生物化学
有机化学
生物
光学
物理
作者
Shenghe Jiao,Xiaochun Dong,Weili Zhao
出处
期刊:Analytical Methods
[The Royal Society of Chemistry]
日期:2023-01-01
卷期号:15 (26): 3149-3155
被引量:2
摘要
Mito-tracker deep red (MTDR) as a commercially available mitochondria-targeting probe was easily bleached upon imaging. We designed and synthesized a family of meso-pyridinium BODIPY and introduced lipophilic methyl or benzyl as the head moiety to develop a mitochondria-targeting deep red probe. Moreover, we changed the substitution of the 3,5-phenyl moieties with the methoxy or methoxyethoxyethyl group to balance hydrophilicity. The designed BODIPY dyes possessed long absorption and good fluorescence emission. Among them, meso ortho-pyridinium BODIPYs with benzyl head and glycol substitution on phenyl moiety (3h) with favorable Stokes shift were found to have the best mitochondrial targeting performance. 3h was easily uptaken by cells and was less toxic and more photostable than MTDR. An immobilizable probe (3i) was further developed, and nice mitochondria targeting properties under the damaging condition of mitochondria membrane potential were maintained. BODIPY 3h or 3i may become alternative long-wavelength mitochondria targeting probes apart from MTDR and be suitable for long-term mitochondrial tracking studies.
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