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Rational Design of Phe‐BODIPY Amino Acids as Fluorogenic Building Blocks for Peptide‐Based Detection of Urinary Tract Candida Infections

Fungal infections caused by Candida species are among the most prevalent in hospitalized patients. However, current methods for the detection of Candida fungal cells in clinical samples rely on time‐consuming assays that hamper rapid and reliable diagnosis. Herein, we describe the rational developme...

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Autores principales: Mendive‐Tapia, Lorena, Mendive‐Tapia, David, Zhao, Can, Gordon, Doireann, Benson, Sam, Bromley, Michael J., Wang, Wei, Wu, Jun, Kopp, Adelina, Ackermann, Lutz, 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/PMC9305947/
https://www.ncbi.nlm.nih.gov/pubmed/35075763
http://dx.doi.org/10.1002/anie.202117218
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author Mendive‐Tapia, Lorena
Mendive‐Tapia, David
Zhao, Can
Gordon, Doireann
Benson, Sam
Bromley, Michael J.
Wang, Wei
Wu, Jun
Kopp, Adelina
Ackermann, Lutz
Vendrell, Marc
author_facet Mendive‐Tapia, Lorena
Mendive‐Tapia, David
Zhao, Can
Gordon, Doireann
Benson, Sam
Bromley, Michael J.
Wang, Wei
Wu, Jun
Kopp, Adelina
Ackermann, Lutz
Vendrell, Marc
author_sort Mendive‐Tapia, Lorena
collection PubMed
description Fungal infections caused by Candida species are among the most prevalent in hospitalized patients. However, current methods for the detection of Candida fungal cells in clinical samples rely on time‐consuming assays that hamper rapid and reliable diagnosis. Herein, we describe the rational development of new Phe‐BODIPY amino acids as small fluorogenic building blocks and their application to generate fluorescent antimicrobial peptides for rapid labelling of Candida cells in urine. We have used computational methods to analyse the fluorogenic behaviour of BODIPY‐substituted aromatic amino acids and performed bioactivity and confocal microscopy experiments in different strains to confirm the utility and versatility of peptides incorporating Phe‐BODIPYs. Finally, we have designed a simple and sensitive fluorescence‐based assay for the detection of Candida albicans in human urine samples.
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spelling pubmed-93059472022-07-28 Rational Design of Phe‐BODIPY Amino Acids as Fluorogenic Building Blocks for Peptide‐Based Detection of Urinary Tract Candida Infections Mendive‐Tapia, Lorena Mendive‐Tapia, David Zhao, Can Gordon, Doireann Benson, Sam Bromley, Michael J. Wang, Wei Wu, Jun Kopp, Adelina Ackermann, Lutz Vendrell, Marc Angew Chem Int Ed Engl Research Articles Fungal infections caused by Candida species are among the most prevalent in hospitalized patients. However, current methods for the detection of Candida fungal cells in clinical samples rely on time‐consuming assays that hamper rapid and reliable diagnosis. Herein, we describe the rational development of new Phe‐BODIPY amino acids as small fluorogenic building blocks and their application to generate fluorescent antimicrobial peptides for rapid labelling of Candida cells in urine. We have used computational methods to analyse the fluorogenic behaviour of BODIPY‐substituted aromatic amino acids and performed bioactivity and confocal microscopy experiments in different strains to confirm the utility and versatility of peptides incorporating Phe‐BODIPYs. Finally, we have designed a simple and sensitive fluorescence‐based assay for the detection of Candida albicans in human urine samples. John Wiley and Sons Inc. 2022-02-26 2022-04-19 /pmc/articles/PMC9305947/ /pubmed/35075763 http://dx.doi.org/10.1002/anie.202117218 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
Mendive‐Tapia, Lorena
Mendive‐Tapia, David
Zhao, Can
Gordon, Doireann
Benson, Sam
Bromley, Michael J.
Wang, Wei
Wu, Jun
Kopp, Adelina
Ackermann, Lutz
Vendrell, Marc
Rational Design of Phe‐BODIPY Amino Acids as Fluorogenic Building Blocks for Peptide‐Based Detection of Urinary Tract Candida Infections
title Rational Design of Phe‐BODIPY Amino Acids as Fluorogenic Building Blocks for Peptide‐Based Detection of Urinary Tract Candida Infections
title_full Rational Design of Phe‐BODIPY Amino Acids as Fluorogenic Building Blocks for Peptide‐Based Detection of Urinary Tract Candida Infections
title_fullStr Rational Design of Phe‐BODIPY Amino Acids as Fluorogenic Building Blocks for Peptide‐Based Detection of Urinary Tract Candida Infections
title_full_unstemmed Rational Design of Phe‐BODIPY Amino Acids as Fluorogenic Building Blocks for Peptide‐Based Detection of Urinary Tract Candida Infections
title_short Rational Design of Phe‐BODIPY Amino Acids as Fluorogenic Building Blocks for Peptide‐Based Detection of Urinary Tract Candida Infections
title_sort rational design of phe‐bodipy amino acids as fluorogenic building blocks for peptide‐based detection of urinary tract candida infections
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9305947/
https://www.ncbi.nlm.nih.gov/pubmed/35075763
http://dx.doi.org/10.1002/anie.202117218
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