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A Selective Cucurbit[8]uril‐Peptide Beacon Ensemble for the Ratiometric Fluorescence Detection of Peptides
A convenient supramolecular strategy for constructing a ratiometric fluorescent chemosensing ensemble, consisting of a macrocyclic host (cucurbit[8]uril CB[8]), and a pyrene‐tagged amphiphilic peptide beacon (AP 1), is reported. AP 1 unfolds upon encapsulation of the pyrene termini into the hydropho...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6856807/ https://www.ncbi.nlm.nih.gov/pubmed/31441544 http://dx.doi.org/10.1002/chem.201901037 |
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author | Maity, Debabrata Assaf, Khaleel I. Sicking, Wilhelm Hirschhäuser, Christoph Nau, Werner M. Schmuck, Carsten |
author_facet | Maity, Debabrata Assaf, Khaleel I. Sicking, Wilhelm Hirschhäuser, Christoph Nau, Werner M. Schmuck, Carsten |
author_sort | Maity, Debabrata |
collection | PubMed |
description | A convenient supramolecular strategy for constructing a ratiometric fluorescent chemosensing ensemble, consisting of a macrocyclic host (cucurbit[8]uril CB[8]), and a pyrene‐tagged amphiphilic peptide beacon (AP 1), is reported. AP 1 unfolds upon encapsulation of the pyrene termini into the hydrophobic CB[8] cavity. This changes pyrene excimer to monomer emission. Substrates with higher affinity for the CB[8] cavity can displace AP 1 from the ensemble. The released AP 1 folds again to form a pyrene excimer, which allows for the ratiometric fluorescence monitoring of the substrate. In this report, the ensemble capacity for ratiometric fluorescence monitoring of biological substrates, such as amino acid derivatives, specific peptides, and proteins, in aqueous media is demonstrated. |
format | Online Article Text |
id | pubmed-6856807 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-68568072019-11-21 A Selective Cucurbit[8]uril‐Peptide Beacon Ensemble for the Ratiometric Fluorescence Detection of Peptides Maity, Debabrata Assaf, Khaleel I. Sicking, Wilhelm Hirschhäuser, Christoph Nau, Werner M. Schmuck, Carsten Chemistry Communications A convenient supramolecular strategy for constructing a ratiometric fluorescent chemosensing ensemble, consisting of a macrocyclic host (cucurbit[8]uril CB[8]), and a pyrene‐tagged amphiphilic peptide beacon (AP 1), is reported. AP 1 unfolds upon encapsulation of the pyrene termini into the hydrophobic CB[8] cavity. This changes pyrene excimer to monomer emission. Substrates with higher affinity for the CB[8] cavity can displace AP 1 from the ensemble. The released AP 1 folds again to form a pyrene excimer, which allows for the ratiometric fluorescence monitoring of the substrate. In this report, the ensemble capacity for ratiometric fluorescence monitoring of biological substrates, such as amino acid derivatives, specific peptides, and proteins, in aqueous media is demonstrated. John Wiley and Sons Inc. 2019-09-17 2019-10-11 /pmc/articles/PMC6856807/ /pubmed/31441544 http://dx.doi.org/10.1002/chem.201901037 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Maity, Debabrata Assaf, Khaleel I. Sicking, Wilhelm Hirschhäuser, Christoph Nau, Werner M. Schmuck, Carsten A Selective Cucurbit[8]uril‐Peptide Beacon Ensemble for the Ratiometric Fluorescence Detection of Peptides |
title | A Selective Cucurbit[8]uril‐Peptide Beacon Ensemble for the Ratiometric Fluorescence Detection of Peptides |
title_full | A Selective Cucurbit[8]uril‐Peptide Beacon Ensemble for the Ratiometric Fluorescence Detection of Peptides |
title_fullStr | A Selective Cucurbit[8]uril‐Peptide Beacon Ensemble for the Ratiometric Fluorescence Detection of Peptides |
title_full_unstemmed | A Selective Cucurbit[8]uril‐Peptide Beacon Ensemble for the Ratiometric Fluorescence Detection of Peptides |
title_short | A Selective Cucurbit[8]uril‐Peptide Beacon Ensemble for the Ratiometric Fluorescence Detection of Peptides |
title_sort | selective cucurbit[8]uril‐peptide beacon ensemble for the ratiometric fluorescence detection of peptides |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6856807/ https://www.ncbi.nlm.nih.gov/pubmed/31441544 http://dx.doi.org/10.1002/chem.201901037 |
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