Spectrofluorimetric study of phenolic endocrine disruptors in cyclodextrin media

This study focuses on the spectrofluorimetric behavior of bisphenol A (BPA), 4-octylphenol (OP) and 4-nonylphenol (NP) in the presence of native and derivative cyclodextrins (CDs). The weak fluorescence emission bands of these endocrine disrupting compounds in aqueous media are significantly enhance...

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Autores principales: Pellegrino Vidal, Rocío Laura, Ibañez, Gabriela Alejandra, Escandar, Graciela Mónica
Lenguaje:Inglés
Publicado: Royal Society of Chemistry 2018
Materias:
Acceso en línea:http://hdl.handle.net/2133/11447
http://hdl.handle.net/2133/11447
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id I15-R121-2133-11447
record_format dspace
institution Universidad Nacional de Rosario
institution_str I-15
repository_str R-121
collection Repositorio Hipermedial de la Universidad Nacional de Rosario (UNR)
language Inglés
orig_language_str_mv eng
topic Cyclodextrin
Phenols
Fluorescence
Endocrine Disruptors
spellingShingle Cyclodextrin
Phenols
Fluorescence
Endocrine Disruptors
Pellegrino Vidal, Rocío Laura
Ibañez, Gabriela Alejandra
Escandar, Graciela Mónica
Spectrofluorimetric study of phenolic endocrine disruptors in cyclodextrin media
topic_facet Cyclodextrin
Phenols
Fluorescence
Endocrine Disruptors
description This study focuses on the spectrofluorimetric behavior of bisphenol A (BPA), 4-octylphenol (OP) and 4-nonylphenol (NP) in the presence of native and derivative cyclodextrins (CDs). The weak fluorescence emission bands of these endocrine disrupting compounds in aqueous media are significantly enhanced by β-CD and its hydroxyethyl-, hydropropyl, methyl-, and heptakis(2,6-di-o-methyl)-derivatives. A 1 : 1 guest : host stoichiometry for most complexes is established, although the additional presence of weak 1 : 2 complexes is suggested in both BPA–hydroxyethyl–β-CD and BPA–heptakis(2,6-di-o-methyl)–β-CD systems. The association constants are calculated by applying a non-linear regression method to the changes brought about by the presence of each CD in the corresponding fluorescence spectra, and these values are corroborated using a Benesi–Hildebrand type equation. The participation of the CD substituents in the inclusion phenomenon is indirectly demonstrated through the comparison of the acidity constant values in the absence and in the presence of β-CD derivatives. On the basis of 1H-NMR studies, possible structures of the formed complexes are suggested, and the structural information is supplemented by AM1 semiempirical calculations. The potential of the studied complexes in relation to their use for analytical purposes and/or for environmental remediation is discussed.
author Pellegrino Vidal, Rocío Laura
Ibañez, Gabriela Alejandra
Escandar, Graciela Mónica
author_facet Pellegrino Vidal, Rocío Laura
Ibañez, Gabriela Alejandra
Escandar, Graciela Mónica
author_sort Pellegrino Vidal, Rocío Laura
title Spectrofluorimetric study of phenolic endocrine disruptors in cyclodextrin media
title_short Spectrofluorimetric study of phenolic endocrine disruptors in cyclodextrin media
title_full Spectrofluorimetric study of phenolic endocrine disruptors in cyclodextrin media
title_fullStr Spectrofluorimetric study of phenolic endocrine disruptors in cyclodextrin media
title_full_unstemmed Spectrofluorimetric study of phenolic endocrine disruptors in cyclodextrin media
title_sort spectrofluorimetric study of phenolic endocrine disruptors in cyclodextrin media
publisher Royal Society of Chemistry
publishDate 2018
url http://hdl.handle.net/2133/11447
http://hdl.handle.net/2133/11447
work_keys_str_mv AT pellegrinovidalrociolaura spectrofluorimetricstudyofphenolicendocrinedisruptorsincyclodextrinmedia
AT ibanezgabrielaalejandra spectrofluorimetricstudyofphenolicendocrinedisruptorsincyclodextrinmedia
AT escandargracielamonica spectrofluorimetricstudyofphenolicendocrinedisruptorsincyclodextrinmedia
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