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Dual‐Color Photoconvertible Fluorescent Probes Based on Directed Photooxidation Induced Conversion for Bioimaging

Lazare Saladin, Victor Breton, Ophélie Dal Pra, Andrey S. Klymchenko, Lydia Danglot, Pascal Didier, Mayeul Collot

2022Angewandte Chemie International Edition24 citationsDOIOpen Access PDF

Abstract

We herein present a new concept to produce dual-color photoconvertible probes based on a mechanism called Directed Photooxidation Induced Conversion (DPIC). As a support of this mechanism, styryl-coumarins (SCs) bearing Aromatic Singlet Oxygen Reactive Moieties (ASORMs) like furan and pyrrole have been synthesized. SCs are bright fluorophores, which undergo a hypsochromic conversion upon visible light irradiation due to directed photooxidation of the ASORM that leads to the disruption of conjugation. SC-P, a yellow emitting probe bearing a pyrrole moiety, converts to a stable blue emitting coumarin with a 68 nm shift allowing the photoconversion and tracking of lipid droplet in live cells. This new approach might pave the way to a new generation of photoconvertible dyes for advanced bioimaging applications.

Topics & Concepts

FluorescenceDual (grammatical number)ChemistryNanotechnologyBiophysicsMaterials scienceOpticsBiologyArtPhysicsLiteraturePhotochromic and Fluorescence ChemistryLuminescence and Fluorescent MaterialsAdvanced biosensing and bioanalysis techniques
Dual‐Color Photoconvertible Fluorescent Probes Based on Directed Photooxidation Induced Conversion for Bioimaging | Litcius