Spacer-free BODIPY fluorogens in antimicrobial peptides for direct imaging of fungal infection in human tissue

Lorena Mendive-Tapia; Can Zhao; Ahsan R Akram; Sara Preciado; Fernando Albericio; Martin Lee; Alan Serrels; Nicola Kielland; Nick D Read; Rodolfo Lavilla; Marc Vendrell

doi:10.1038/ncomms10940

Spacer-free BODIPY fluorogens in antimicrobial peptides for direct imaging of fungal infection in human tissue

Lorena Mendive-Tapia, Can Zhao, Ahsan R Akram, Sara Preciado, Fernando Albericio, Martin Lee, Alan Serrels, Nicola Kielland, Nick D Read, Rodolfo Lavilla, Marc Vendrell

Division of Immunology, Immunity to Infection and Respiratory Medicine

Research output: Contribution to journal › Article › peer-review

Abstract

Fluorescent antimicrobial peptides are promising structures for in situ, real-time imaging of fungal infection. Here we report a fluorogenic probe to image Aspergillus fumigatus directly in human pulmonary tissue. We have developed a fluorogenic Trp-BODIPY amino acid with a spacer-free C-C linkage between Trp and a BODIPY fluorogen, which shows remarkable fluorescence enhancement in hydrophobic microenvironments. The incorporation of our fluorogenic amino acid in short antimicrobial peptides does not impair their selectivity for fungal cells, and enables rapid and direct fungal imaging without any washing steps. We have optimized the stability of our probes in human samples to perform multi-photon imaging of A. fumigatus in ex vivo human tissue. The incorporation of our unique BODIPY fluorogen in biologically relevant peptides will accelerate the development of novel imaging probes with high sensitivity and specificity.

Original language	English
Article number	10940
Number of pages	9
Journal	Nature Communications
Volume	7
Early online date	9 Mar 2016
DOIs	https://doi.org/10.1038/ncomms10940
Publication status	Published - 2016

Keywords

Antifungal Agents
Aspergillosis
Aspergillus fumigatus
Boron Compounds
Diagnostic Imaging
Fluorescent Dyes
Humans
Lung
Peptides
Journal Article
Research Support, Non-U.S. Gov't

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1038/ncomms10940Licence: CC BY

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title = "Spacer-free BODIPY fluorogens in antimicrobial peptides for direct imaging of fungal infection in human tissue",

abstract = "Fluorescent antimicrobial peptides are promising structures for in situ, real-time imaging of fungal infection. Here we report a fluorogenic probe to image Aspergillus fumigatus directly in human pulmonary tissue. We have developed a fluorogenic Trp-BODIPY amino acid with a spacer-free C-C linkage between Trp and a BODIPY fluorogen, which shows remarkable fluorescence enhancement in hydrophobic microenvironments. The incorporation of our fluorogenic amino acid in short antimicrobial peptides does not impair their selectivity for fungal cells, and enables rapid and direct fungal imaging without any washing steps. We have optimized the stability of our probes in human samples to perform multi-photon imaging of A. fumigatus in ex vivo human tissue. The incorporation of our unique BODIPY fluorogen in biologically relevant peptides will accelerate the development of novel imaging probes with high sensitivity and specificity.",

keywords = "Antifungal Agents, Aspergillosis, Aspergillus fumigatus, Boron Compounds, Diagnostic Imaging, Fluorescent Dyes, Humans, Lung, Peptides, Journal Article, Research Support, Non-U.S. Gov't",

author = "Lorena Mendive-Tapia and Can Zhao and Akram, {Ahsan R} and Sara Preciado and Fernando Albericio and Martin Lee and Alan Serrels and Nicola Kielland and Read, {Nick D} and Rodolfo Lavilla and Marc Vendrell",

year = "2016",

doi = "10.1038/ncomms10940",

language = "English",

volume = "7",

journal = "Nature Communications",

issn = "2041-1723",

publisher = "Nature Research",

}

TY - JOUR

T1 - Spacer-free BODIPY fluorogens in antimicrobial peptides for direct imaging of fungal infection in human tissue

AU - Mendive-Tapia, Lorena

AU - Zhao, Can

AU - Akram, Ahsan R

AU - Preciado, Sara

AU - Albericio, Fernando

AU - Lee, Martin

AU - Serrels, Alan

AU - Kielland, Nicola

AU - Read, Nick D

AU - Lavilla, Rodolfo

AU - Vendrell, Marc

PY - 2016

Y1 - 2016

N2 - Fluorescent antimicrobial peptides are promising structures for in situ, real-time imaging of fungal infection. Here we report a fluorogenic probe to image Aspergillus fumigatus directly in human pulmonary tissue. We have developed a fluorogenic Trp-BODIPY amino acid with a spacer-free C-C linkage between Trp and a BODIPY fluorogen, which shows remarkable fluorescence enhancement in hydrophobic microenvironments. The incorporation of our fluorogenic amino acid in short antimicrobial peptides does not impair their selectivity for fungal cells, and enables rapid and direct fungal imaging without any washing steps. We have optimized the stability of our probes in human samples to perform multi-photon imaging of A. fumigatus in ex vivo human tissue. The incorporation of our unique BODIPY fluorogen in biologically relevant peptides will accelerate the development of novel imaging probes with high sensitivity and specificity.

AB - Fluorescent antimicrobial peptides are promising structures for in situ, real-time imaging of fungal infection. Here we report a fluorogenic probe to image Aspergillus fumigatus directly in human pulmonary tissue. We have developed a fluorogenic Trp-BODIPY amino acid with a spacer-free C-C linkage between Trp and a BODIPY fluorogen, which shows remarkable fluorescence enhancement in hydrophobic microenvironments. The incorporation of our fluorogenic amino acid in short antimicrobial peptides does not impair their selectivity for fungal cells, and enables rapid and direct fungal imaging without any washing steps. We have optimized the stability of our probes in human samples to perform multi-photon imaging of A. fumigatus in ex vivo human tissue. The incorporation of our unique BODIPY fluorogen in biologically relevant peptides will accelerate the development of novel imaging probes with high sensitivity and specificity.

KW - Antifungal Agents

KW - Aspergillosis

KW - Aspergillus fumigatus

KW - Boron Compounds

KW - Diagnostic Imaging

KW - Fluorescent Dyes

KW - Humans

KW - Lung

KW - Peptides

KW - Journal Article

KW - Research Support, Non-U.S. Gov't

U2 - 10.1038/ncomms10940

DO - 10.1038/ncomms10940

M3 - Article

C2 - 26956772

SN - 2041-1723

VL - 7

JO - Nature Communications

JF - Nature Communications

M1 - 10940

ER -

Spacer-free BODIPY fluorogens in antimicrobial peptides for direct imaging of fungal infection in human tissue

Abstract

Keywords

UN SDGs

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