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Photophysical Studies of a New Water Soluble Indocarbocyanine Dye Adsorbed onto Microcrystalline Cellulose and β-Cyclodextrin

A water-soluble indocarbocyanine dye was synthesized and its photophysics were studied for the first time on two solid hosts, microcrystalline cellulose and β-cyclodextrin, as well as in homogeneous media. The inclusion of the indocarbocyanine moiety onto microcrystalline cellulose increased the dye...

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Autores principales: El-Shishtawy, Reda M., Oliveira, Anabela S., Almeida, Paulo, Ferreira, Diana P., Conceição, David S., Ferreira, Luis F. Vieira
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269746/
https://www.ncbi.nlm.nih.gov/pubmed/23676472
http://dx.doi.org/10.3390/molecules18055648
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author El-Shishtawy, Reda M.
Oliveira, Anabela S.
Almeida, Paulo
Ferreira, Diana P.
Conceição, David S.
Ferreira, Luis F. Vieira
author_facet El-Shishtawy, Reda M.
Oliveira, Anabela S.
Almeida, Paulo
Ferreira, Diana P.
Conceição, David S.
Ferreira, Luis F. Vieira
author_sort El-Shishtawy, Reda M.
collection PubMed
description A water-soluble indocarbocyanine dye was synthesized and its photophysics were studied for the first time on two solid hosts, microcrystalline cellulose and β-cyclodextrin, as well as in homogeneous media. The inclusion of the indocarbocyanine moiety onto microcrystalline cellulose increased the dye aggregation with both H and J aggregates being formed. Adsorption on β-cyclodextrin enhanced aggregation in a similar way. The fluorescence quantum yields were determined for the powdered samples of the cyanine dye on the two hosts and a significant increase was observed relative to homogeneous solution. A remarkable concentration dependence was also detected in both cases. A lifetime distribution analysis has shown that the indocarbocyanine dye mainly occupies the amorphous part of cellulose and is not entrapped in the crystalline part of this host. In the β-CD case, the adsorption occurs outside the host cavity. In both hosts a strong concentration quenching effect is observed and only monomers emit. Both adsorptions may be explained by stereochemical constraints imposed by the two long sulphoethyl tails linked to nitrogen atoms of the indocarbocyanine dye.
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spelling pubmed-62697462018-12-14 Photophysical Studies of a New Water Soluble Indocarbocyanine Dye Adsorbed onto Microcrystalline Cellulose and β-Cyclodextrin El-Shishtawy, Reda M. Oliveira, Anabela S. Almeida, Paulo Ferreira, Diana P. Conceição, David S. Ferreira, Luis F. Vieira Molecules Article A water-soluble indocarbocyanine dye was synthesized and its photophysics were studied for the first time on two solid hosts, microcrystalline cellulose and β-cyclodextrin, as well as in homogeneous media. The inclusion of the indocarbocyanine moiety onto microcrystalline cellulose increased the dye aggregation with both H and J aggregates being formed. Adsorption on β-cyclodextrin enhanced aggregation in a similar way. The fluorescence quantum yields were determined for the powdered samples of the cyanine dye on the two hosts and a significant increase was observed relative to homogeneous solution. A remarkable concentration dependence was also detected in both cases. A lifetime distribution analysis has shown that the indocarbocyanine dye mainly occupies the amorphous part of cellulose and is not entrapped in the crystalline part of this host. In the β-CD case, the adsorption occurs outside the host cavity. In both hosts a strong concentration quenching effect is observed and only monomers emit. Both adsorptions may be explained by stereochemical constraints imposed by the two long sulphoethyl tails linked to nitrogen atoms of the indocarbocyanine dye. MDPI 2013-05-15 /pmc/articles/PMC6269746/ /pubmed/23676472 http://dx.doi.org/10.3390/molecules18055648 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
El-Shishtawy, Reda M.
Oliveira, Anabela S.
Almeida, Paulo
Ferreira, Diana P.
Conceição, David S.
Ferreira, Luis F. Vieira
Photophysical Studies of a New Water Soluble Indocarbocyanine Dye Adsorbed onto Microcrystalline Cellulose and β-Cyclodextrin
title Photophysical Studies of a New Water Soluble Indocarbocyanine Dye Adsorbed onto Microcrystalline Cellulose and β-Cyclodextrin
title_full Photophysical Studies of a New Water Soluble Indocarbocyanine Dye Adsorbed onto Microcrystalline Cellulose and β-Cyclodextrin
title_fullStr Photophysical Studies of a New Water Soluble Indocarbocyanine Dye Adsorbed onto Microcrystalline Cellulose and β-Cyclodextrin
title_full_unstemmed Photophysical Studies of a New Water Soluble Indocarbocyanine Dye Adsorbed onto Microcrystalline Cellulose and β-Cyclodextrin
title_short Photophysical Studies of a New Water Soluble Indocarbocyanine Dye Adsorbed onto Microcrystalline Cellulose and β-Cyclodextrin
title_sort photophysical studies of a new water soluble indocarbocyanine dye adsorbed onto microcrystalline cellulose and β-cyclodextrin
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269746/
https://www.ncbi.nlm.nih.gov/pubmed/23676472
http://dx.doi.org/10.3390/molecules18055648
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