Size selective recognition of small esters by a negative allosteric hemicarcerand

A bis(resorcinarene) substituted 2,2′-bipyridine was found to bind weakly to small esters like ethyl acetate whereas more bulky esters were not recognized by this hemicarcerand. This size selective molecular recognition could be controlled by a negative cooperative allosteric effect: coordination of...

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Detalles Bibliográficos
Autores principales: Staats, Holger, Lützen, Arne
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2010
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2870999/
https://www.ncbi.nlm.nih.gov/pubmed/20485592
http://dx.doi.org/10.3762/bjoc.6.10
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author Staats, Holger
Lützen, Arne
author_facet Staats, Holger
Lützen, Arne
author_sort Staats, Holger
collection PubMed
description A bis(resorcinarene) substituted 2,2′-bipyridine was found to bind weakly to small esters like ethyl acetate whereas more bulky esters were not recognized by this hemicarcerand. This size selective molecular recognition could be controlled by a negative cooperative allosteric effect: coordination of a triscarbonyl rhenium chloride fragment to the bipyridine causes a conformational rearrangement that orientates the resorcinarene moieties in different directions so that they cannot act cooperatively in the binding of the substrate.
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spelling pubmed-28709992010-05-18 Size selective recognition of small esters by a negative allosteric hemicarcerand Staats, Holger Lützen, Arne Beilstein J Org Chem Full Research Paper A bis(resorcinarene) substituted 2,2′-bipyridine was found to bind weakly to small esters like ethyl acetate whereas more bulky esters were not recognized by this hemicarcerand. This size selective molecular recognition could be controlled by a negative cooperative allosteric effect: coordination of a triscarbonyl rhenium chloride fragment to the bipyridine causes a conformational rearrangement that orientates the resorcinarene moieties in different directions so that they cannot act cooperatively in the binding of the substrate. Beilstein-Institut 2010-02-03 /pmc/articles/PMC2870999/ /pubmed/20485592 http://dx.doi.org/10.3762/bjoc.6.10 Text en Copyright © 2010, Staats and Lützen https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Staats, Holger
Lützen, Arne
Size selective recognition of small esters by a negative allosteric hemicarcerand
title Size selective recognition of small esters by a negative allosteric hemicarcerand
title_full Size selective recognition of small esters by a negative allosteric hemicarcerand
title_fullStr Size selective recognition of small esters by a negative allosteric hemicarcerand
title_full_unstemmed Size selective recognition of small esters by a negative allosteric hemicarcerand
title_short Size selective recognition of small esters by a negative allosteric hemicarcerand
title_sort size selective recognition of small esters by a negative allosteric hemicarcerand
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2870999/
https://www.ncbi.nlm.nih.gov/pubmed/20485592
http://dx.doi.org/10.3762/bjoc.6.10
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AT lutzenarne sizeselectiverecognitionofsmallestersbyanegativeallosterichemicarcerand

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