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Anthracene‐Based Amido−Amine Cage Receptor for Anion Recognition under Neutral Aqueous Conditions
A new amido−amine cage receptor, which combines 1,8‐anthracene diacarboxamide subunit and a polyammonium azamacrocycle, is reported. Bearing both the hydrogen bond donor and the acceptor binding sites, the receptor is able to bind phosphate selectively under neutral (pH 7.2) aqueous conditions. The...
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/PMC6996565/ https://www.ncbi.nlm.nih.gov/pubmed/32025461 http://dx.doi.org/10.1002/open.201900309 |
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author | Morozov, Boris S. Namashivaya, Siva S. R. Zakharko, Marina A. Oshchepkov, Aleksandr S. Kataev, Evgeny A. |
author_facet | Morozov, Boris S. Namashivaya, Siva S. R. Zakharko, Marina A. Oshchepkov, Aleksandr S. Kataev, Evgeny A. |
author_sort | Morozov, Boris S. |
collection | PubMed |
description | A new amido−amine cage receptor, which combines 1,8‐anthracene diacarboxamide subunit and a polyammonium azamacrocycle, is reported. Bearing both the hydrogen bond donor and the acceptor binding sites, the receptor is able to bind phosphate selectively under neutral (pH 7.2) aqueous conditions. The recognition events for phosphate and dicarboxylates are accomplished by a fluorescence enhancement in the anthracene emission. As revealed by experimental and theoretical studies, phosphate and oxalate show different recognition modes. Phosphate demonstrates hydrogen bond acceptor properties, while the coordination of oxalate favours the protonation of the receptor. |
format | Online Article Text |
id | pubmed-6996565 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-69965652020-02-05 Anthracene‐Based Amido−Amine Cage Receptor for Anion Recognition under Neutral Aqueous Conditions Morozov, Boris S. Namashivaya, Siva S. R. Zakharko, Marina A. Oshchepkov, Aleksandr S. Kataev, Evgeny A. ChemistryOpen Communications A new amido−amine cage receptor, which combines 1,8‐anthracene diacarboxamide subunit and a polyammonium azamacrocycle, is reported. Bearing both the hydrogen bond donor and the acceptor binding sites, the receptor is able to bind phosphate selectively under neutral (pH 7.2) aqueous conditions. The recognition events for phosphate and dicarboxylates are accomplished by a fluorescence enhancement in the anthracene emission. As revealed by experimental and theoretical studies, phosphate and oxalate show different recognition modes. Phosphate demonstrates hydrogen bond acceptor properties, while the coordination of oxalate favours the protonation of the receptor. John Wiley and Sons Inc. 2019-12-04 /pmc/articles/PMC6996565/ /pubmed/32025461 http://dx.doi.org/10.1002/open.201900309 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-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes. |
spellingShingle | Communications Morozov, Boris S. Namashivaya, Siva S. R. Zakharko, Marina A. Oshchepkov, Aleksandr S. Kataev, Evgeny A. Anthracene‐Based Amido−Amine Cage Receptor for Anion Recognition under Neutral Aqueous Conditions |
title | Anthracene‐Based Amido−Amine Cage Receptor for Anion Recognition under Neutral Aqueous Conditions |
title_full | Anthracene‐Based Amido−Amine Cage Receptor for Anion Recognition under Neutral Aqueous Conditions |
title_fullStr | Anthracene‐Based Amido−Amine Cage Receptor for Anion Recognition under Neutral Aqueous Conditions |
title_full_unstemmed | Anthracene‐Based Amido−Amine Cage Receptor for Anion Recognition under Neutral Aqueous Conditions |
title_short | Anthracene‐Based Amido−Amine Cage Receptor for Anion Recognition under Neutral Aqueous Conditions |
title_sort | anthracene‐based amido−amine cage receptor for anion recognition under neutral aqueous conditions |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6996565/ https://www.ncbi.nlm.nih.gov/pubmed/32025461 http://dx.doi.org/10.1002/open.201900309 |
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