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

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 cons...

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Autores principales: de Moliner, Fabio, Konieczna, Zuzanna, Mendive‐Tapia, Lorena, Saleeb, Rebecca S., Morris, Katie, Gonzalez‐Vera, Juan Antonio, Kaizuka, Takeshi, Grant, Seth G. N., Horrocks, Mathew H., Vendrell, Marc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10108274/
https://www.ncbi.nlm.nih.gov/pubmed/36412996
http://dx.doi.org/10.1002/anie.202216231
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author de Moliner, Fabio
Konieczna, Zuzanna
Mendive‐Tapia, Lorena
Saleeb, Rebecca S.
Morris, Katie
Gonzalez‐Vera, Juan Antonio
Kaizuka, Takeshi
Grant, Seth G. N.
Horrocks, Mathew H.
Vendrell, Marc
author_facet de Moliner, Fabio
Konieczna, Zuzanna
Mendive‐Tapia, Lorena
Saleeb, Rebecca S.
Morris, Katie
Gonzalez‐Vera, Juan Antonio
Kaizuka, Takeshi
Grant, Seth G. N.
Horrocks, Mathew H.
Vendrell, Marc
author_sort de Moliner, Fabio
collection PubMed
description 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.
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spelling pubmed-101082742023-04-18 Small Fluorogenic Amino Acids for Peptide‐Guided Background‐Free Imaging de Moliner, Fabio Konieczna, Zuzanna Mendive‐Tapia, Lorena Saleeb, Rebecca S. Morris, Katie Gonzalez‐Vera, Juan Antonio Kaizuka, Takeshi Grant, Seth G. N. Horrocks, Mathew H. Vendrell, Marc Angew Chem Int Ed Engl Research Articles 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. John Wiley and Sons Inc. 2022-12-14 2023-01-23 /pmc/articles/PMC10108274/ /pubmed/36412996 http://dx.doi.org/10.1002/anie.202216231 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
de Moliner, Fabio
Konieczna, Zuzanna
Mendive‐Tapia, Lorena
Saleeb, Rebecca S.
Morris, Katie
Gonzalez‐Vera, Juan Antonio
Kaizuka, Takeshi
Grant, Seth G. N.
Horrocks, Mathew H.
Vendrell, Marc
Small Fluorogenic Amino Acids for Peptide‐Guided Background‐Free Imaging
title Small Fluorogenic Amino Acids for Peptide‐Guided Background‐Free Imaging
title_full Small Fluorogenic Amino Acids for Peptide‐Guided Background‐Free Imaging
title_fullStr Small Fluorogenic Amino Acids for Peptide‐Guided Background‐Free Imaging
title_full_unstemmed Small Fluorogenic Amino Acids for Peptide‐Guided Background‐Free Imaging
title_short Small Fluorogenic Amino Acids for Peptide‐Guided Background‐Free Imaging
title_sort small fluorogenic amino acids for peptide‐guided background‐free imaging
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10108274/
https://www.ncbi.nlm.nih.gov/pubmed/36412996
http://dx.doi.org/10.1002/anie.202216231
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