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 may 2023
First published
03 may 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

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements