Control of stilbene conformation and fluorescence in self-assembled capsules

The extensively studied trans-stilbene molecule is known to give only weak fluorescence in solution and inside loosely-fitting synthetic capsules. However, trans-stilbene has been recently studied in the context of antibody interiors, where binding results in strong blue fluorescence. The present re...

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Detalles Bibliográficos
Autores principales: Ams, Mark R, Ajami, Dariush, Craig, Stephen L, Yang, Jye-Shane, Rebek, Julius
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2009
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2839510/
https://www.ncbi.nlm.nih.gov/pubmed/20300499
http://dx.doi.org/10.3762/bjoc.5.79
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author Ams, Mark R
Ajami, Dariush
Craig, Stephen L
Yang, Jye-Shane
Rebek, Julius
author_facet Ams, Mark R
Ajami, Dariush
Craig, Stephen L
Yang, Jye-Shane
Rebek, Julius
author_sort Ams, Mark R
collection PubMed
description The extensively studied trans-stilbene molecule is known to give only weak fluorescence in solution and inside loosely-fitting synthetic capsules. However, trans-stilbene has been recently studied in the context of antibody interiors, where binding results in strong blue fluorescence. The present research was undertaken to understand the spatial factors that influence stilbene fluorescence. trans-Stilbene was encapsulated in the snug, self-assembled complex 1.1 and exhibited fluorescence quenching due to the distortion of its ground-state geometry. When the complex is elongated by incorporating glycouril spacers, trans-stilbene is allowed to adapt a fully coplanar arrangement and fluorescence returns.
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spelling pubmed-28395102010-03-17 Control of stilbene conformation and fluorescence in self-assembled capsules Ams, Mark R Ajami, Dariush Craig, Stephen L Yang, Jye-Shane Rebek, Julius Beilstein J Org Chem Full Research Paper The extensively studied trans-stilbene molecule is known to give only weak fluorescence in solution and inside loosely-fitting synthetic capsules. However, trans-stilbene has been recently studied in the context of antibody interiors, where binding results in strong blue fluorescence. The present research was undertaken to understand the spatial factors that influence stilbene fluorescence. trans-Stilbene was encapsulated in the snug, self-assembled complex 1.1 and exhibited fluorescence quenching due to the distortion of its ground-state geometry. When the complex is elongated by incorporating glycouril spacers, trans-stilbene is allowed to adapt a fully coplanar arrangement and fluorescence returns. Beilstein-Institut 2009-12-11 /pmc/articles/PMC2839510/ /pubmed/20300499 http://dx.doi.org/10.3762/bjoc.5.79 Text en Copyright © 2009, Ams 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
Ams, Mark R
Ajami, Dariush
Craig, Stephen L
Yang, Jye-Shane
Rebek, Julius
Control of stilbene conformation and fluorescence in self-assembled capsules
title Control of stilbene conformation and fluorescence in self-assembled capsules
title_full Control of stilbene conformation and fluorescence in self-assembled capsules
title_fullStr Control of stilbene conformation and fluorescence in self-assembled capsules
title_full_unstemmed Control of stilbene conformation and fluorescence in self-assembled capsules
title_short Control of stilbene conformation and fluorescence in self-assembled capsules
title_sort control of stilbene conformation and fluorescence in self-assembled capsules
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2839510/
https://www.ncbi.nlm.nih.gov/pubmed/20300499
http://dx.doi.org/10.3762/bjoc.5.79
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