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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...

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Autores principales: Morozov, Boris S., Namashivaya, Siva S. R., Zakharko, Marina A., Oshchepkov, Aleksandr S., Kataev, Evgeny A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
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.
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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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