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

Autor: de Moliner F; Centre for Inflammation Research The University of Edinburgh UK., Konieczna Z; EaStCHEM School of Chemistry The University of Edinburgh UK., Mendive-Tapia L; Centre for Inflammation Research The University of Edinburgh UK., Saleeb RS; EaStCHEM School of Chemistry The University of Edinburgh UK., Morris K; EaStCHEM School of Chemistry The University of Edinburgh UK., Gonzalez-Vera JA; Nanoscopy-UGR Laboratory Facultad de Farmacia Universidad de Granada Spain., Kaizuka T; Centre for Clinical Brain Sciences The University of Edinburgh UK., Grant SGN; Centre for Clinical Brain Sciences The University of Edinburgh UK., Horrocks MH; EaStCHEM School of Chemistry The University of Edinburgh UK., Vendrell M; Centre for Inflammation Research The University of Edinburgh UK.
Jazyk: angličtina
Zdroj: Angewandte Chemie (Weinheim an der Bergstrasse, Germany) [Angew Chem Weinheim Bergstr Ger] 2023 Jan 23; Vol. 135 (4), pp. e202216231. Date of Electronic Publication: 2022 Dec 14.
DOI: 10.1002/ange.202216231
Abstrakt: 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.
Competing Interests: The University of Edinburgh has filed a patent covering some of the technology described in this manuscript. The company Tocris Bioscience obtained a license to commercialize compound 1 (SCOTfluor 510, fluoro), compound 12 (SCOTfluor 510 Dapa) and the Fmoc‐protected derivative of compound 7 (SCOTfluor 470 Dapa).
(© 2022 The Authors. Angewandte Chemie published by Wiley-VCH GmbH.)
Databáze: MEDLINE
Externí odkaz:
Nepřihlášeným uživatelům se plný text nezobrazuje