Issue 2, 2024

Engineered fluorogenic HaloTag ligands for turn-on labelling in live cells

Abstract

Recent years have seen dramatic improvements in the design of organic fluorophores based on limiting non-radiative decay pathways. We sought to extend this understanding to benzothiadiazoles that have been used as turn-on fluorescent substrates for the self-labeling protein HaloTag. When conjugated to HaloTag, the benzothiadiazoles reside in a narrow tunnel that precludes twisted internal charge transfer, which allowed us to explore steric and electronic effects on other non-radiative decay pathways. By minimizing both non-radiative decay and nonspecific interactions with cellular components, we produced improved turn-on dyes with 136-fold increase in fluorescence over background in cells.

Graphical abstract: Engineered fluorogenic HaloTag ligands for turn-on labelling in live cells

Supplementary files

Article information

Article type
Communication
Submitted
10 Nov 2023
Accepted
29 Nov 2023
First published
29 Nov 2023

Chem. Commun., 2024,60, 200-203

Engineered fluorogenic HaloTag ligands for turn-on labelling in live cells

B. J. Lampkin and J. A. Kritzer, Chem. Commun., 2024, 60, 200 DOI: 10.1039/D3CC05536A

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