Small Fluorogenic Amino Acids for Peptide-Guided Background-Free Imaging

Fabio De Moliner, Zuzanna Konieczna, Lorena Mendive Tapia, Rebecca Saleeb, Katie Morris, Juan Antonio González-vera, Takeshi Kaizuka, Seth G. N. Grant, Mathew H Horrocks, Marc Vendrell*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract / Description of output

The multiple applications of super-resolution microscopy have prompted the need for minimally invasive labeling strategies for peptide-guided fluorescence imaging. Many fluorescent reporters display limitations (e.g., large and charged scaffolds, non-specific binding) as building blocks for the construction of fluorogenic peptides. Herein we have built a library of benzodiazole amino acids and systematically examined them as reporters for background-free fluorescence microscopy. We have identified amine-derivatized benzoselenadiazoles as scalable and photostable amino acids for the straightforward solid-phase synthesis of fluorescent peptides. Benzodiazole amino acids retain the binding capabilities of bioactive peptides and display excellent signal-to-background ratios. Furthermore, we have demonstrated their application in peptide-PAINT imaging of postsynaptic density protein-95 nanoclusters in the synaptosomes from mouse brain tissues.
Original languageEnglish
JournalAngewandte Chemie
Early online date22 Nov 2022
Publication statusE-pub ahead of print - 22 Nov 2022


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