BODIPY based realtime, reversible and targeted fluorescent probes for biothiol imaging in living cells

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-dipyrrolem...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 56; no. 93; pp. 14717 - 1472
Main Authors He, Rongkun, Zhang, Yichuan, Madhu, Suresh, Gao, Quan, Lian, Qianjin, Raghavan, Sriram Srinivasa, Geng, Jin
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 04.12.2020
Subjects
Boron
Cells (biology)
Endoplasmic reticulum
Fluorescent indicators
Michael reaction
Mitochondria
Real time
Temporal resolution
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Summary: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 α-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. Real-time live cell imaging and quantification of biothiol dynamics are important for understanding pathophysiological processes.
Bibliography:10.1039/d0cc06313d
Electronic supplementary information (ESI) available. See DOI
ObjectType-Article-1
SourceType-Scholarly Journals-1
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content type line 23
ISSN:1359-7345
1364-548X
DOI:10.1039/d0cc06313d