Issue 22, 2023

Unprecedented perspectives on the application of CinNapht fluorophores provided by a “late-stage” functionalization strategy

Abstract

A simple and easy-to-implement process based on a nucleophilic aromatic substitution reaction with a wide variety of nucleophiles on a fluorinated CinNapht is described. This process has the key advantage of introducing multiple functionalities at a very late stage, thus providing access to new applications including the synthesis of photostable and bioconjugatable large Stokes shift red emitting dyes and selective organelle imaging agents, as well as AIEE-based wash-free lipid droplet imaging in live cells with high signal-to-noise ratio. The synthesis of bench-stable CinNapht-F has been optimized and can be reproduced on a large scale, making it an easy-to-store starting material that can be used at will to prepare new molecular imaging tools.

Graphical abstract: Unprecedented perspectives on the application of CinNapht fluorophores provided by a “late-stage” functionalization strategy

Supplementary files

Article information

Article type
Edge Article
Submitted
14 mar 2023
Accepted
02 maj 2023
First published
03 maj 2023
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2023,14, 6000-6010

Unprecedented perspectives on the application of CinNapht fluorophores provided by a “late-stage” functionalization strategy

E. Tacke, M. Hoang, K. Tatoueix, B. Keromnes, E. Van Eslande, P. Durand, G. Pieters and A. Chevalier, Chem. Sci., 2023, 14, 6000 DOI: 10.1039/D3SC01365K

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