Superstructures of fluorescent cyclodextrin via click-reaction

Mono-(6-azido-6-deoxy)-β-cyclodextrin (CD) was covalently attached to an alkyne-modified 5-methyl-2-(pyridin-2-yl)thiazol-4-ol yielding a fluorophore containing CD in a click-type reaction. Intermolecular complexes were formed by poly(host–guest)-interactions. The supramolecular structures were char...

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Detalles Bibliográficos
Autores principales: Maciollek, Arkadius, Ritter, Helmut, Beckert, Rainer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3678574/
https://www.ncbi.nlm.nih.gov/pubmed/23766796
http://dx.doi.org/10.3762/bjoc.9.94
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author Maciollek, Arkadius
Ritter, Helmut
Beckert, Rainer
author_facet Maciollek, Arkadius
Ritter, Helmut
Beckert, Rainer
author_sort Maciollek, Arkadius
collection PubMed
description Mono-(6-azido-6-deoxy)-β-cyclodextrin (CD) was covalently attached to an alkyne-modified 5-methyl-2-(pyridin-2-yl)thiazol-4-ol yielding a fluorophore containing CD in a click-type reaction. Intermolecular complexes were formed by poly(host–guest)-interactions. The supramolecular structures were characterized by (1)H NMR-ROESY spectroscopy, dynamic light scattering, UV–vis spectroscopy, fluorescence spectroscopy, and asymmetric flow field-flow fractionation. By adding potassium adamantane-1-carboxylate, the thiazol dye is displaced from the CD-cavity and the elongated noncovalent polymeric structures collapse.
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spelling pubmed-36785742013-06-13 Superstructures of fluorescent cyclodextrin via click-reaction Maciollek, Arkadius Ritter, Helmut Beckert, Rainer Beilstein J Org Chem Full Research Paper Mono-(6-azido-6-deoxy)-β-cyclodextrin (CD) was covalently attached to an alkyne-modified 5-methyl-2-(pyridin-2-yl)thiazol-4-ol yielding a fluorophore containing CD in a click-type reaction. Intermolecular complexes were formed by poly(host–guest)-interactions. The supramolecular structures were characterized by (1)H NMR-ROESY spectroscopy, dynamic light scattering, UV–vis spectroscopy, fluorescence spectroscopy, and asymmetric flow field-flow fractionation. By adding potassium adamantane-1-carboxylate, the thiazol dye is displaced from the CD-cavity and the elongated noncovalent polymeric structures collapse. Beilstein-Institut 2013-04-29 /pmc/articles/PMC3678574/ /pubmed/23766796 http://dx.doi.org/10.3762/bjoc.9.94 Text en Copyright © 2013, Maciollek et al. 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
Maciollek, Arkadius
Ritter, Helmut
Beckert, Rainer
Superstructures of fluorescent cyclodextrin via click-reaction
title Superstructures of fluorescent cyclodextrin via click-reaction
title_full Superstructures of fluorescent cyclodextrin via click-reaction
title_fullStr Superstructures of fluorescent cyclodextrin via click-reaction
title_full_unstemmed Superstructures of fluorescent cyclodextrin via click-reaction
title_short Superstructures of fluorescent cyclodextrin via click-reaction
title_sort superstructures of fluorescent cyclodextrin via click-reaction
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3678574/
https://www.ncbi.nlm.nih.gov/pubmed/23766796
http://dx.doi.org/10.3762/bjoc.9.94
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AT beckertrainer superstructuresoffluorescentcyclodextrinviaclickreaction

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