Journal
CHEMICAL COMMUNICATIONS
Volume 56, Issue 93, Pages 14717-14720Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc06313d
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Funding
- National Natural Science Foundation of China [22071263]
- HundredTalent Program (Chinese Academy of Sciences)
- Guangdong Natural Science Foundation [2020A1515010994]
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Real-time live cell imaging and quantification of biothiol dynamics are important for understanding pathophysiological processes. However, the design and synthesis of rational probes that have reversible and real-time capabilities is still challenging. In this work, we have prepared boron-dipyrrolemethene (BODIPY) based fluorescent molecules as ratiometric probes that allow the real-time biothiol dynamics to be observed in living cells. The Michael reaction between alpha-formyl-BODIPY (BOD-JQ) and GSH exhibited a reversible fluorogenic mechanism with fluorescent emission shifting from 592 nm to 544 nm with t(1/2) = 16 ms. In particular, we showed that the probes with targeting agents are capable of detecting biothiols in mitochondria and the endoplasmic reticulum (ER) with high temporal resolution.
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