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Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives

The solvent driven aggregation of porphyrin derivatives, covalently linked to a L- or D-prolinate enantiomer, results in the stereospecific formation of species featuring remarkable supramolecular chirality, as a consequence of reading and amplification of the stereochemical information stored in th...

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Autores principales: Stefanelli, Manuela, Savioli, Marco, Zurlo, Francesca, Magna, Gabriele, Belviso, Sandra, Marsico, Giulia, Superchi, Stefano, Venanzi, Mariano, Di Natale, Corrado, Paolesse, Roberto, Monti, Donato
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7593786/
https://www.ncbi.nlm.nih.gov/pubmed/33195087
http://dx.doi.org/10.3389/fchem.2020.587842
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author Stefanelli, Manuela
Savioli, Marco
Zurlo, Francesca
Magna, Gabriele
Belviso, Sandra
Marsico, Giulia
Superchi, Stefano
Venanzi, Mariano
Di Natale, Corrado
Paolesse, Roberto
Monti, Donato
author_facet Stefanelli, Manuela
Savioli, Marco
Zurlo, Francesca
Magna, Gabriele
Belviso, Sandra
Marsico, Giulia
Superchi, Stefano
Venanzi, Mariano
Di Natale, Corrado
Paolesse, Roberto
Monti, Donato
author_sort Stefanelli, Manuela
collection PubMed
description The solvent driven aggregation of porphyrin derivatives, covalently linked to a L- or D-prolinate enantiomer, results in the stereospecific formation of species featuring remarkable supramolecular chirality, as a consequence of reading and amplification of the stereochemical information stored in the proline-appended group. Spectroscopic, kinetic, and topographic SEM studies gave important information on the aggregation processes, and on the structures of the final chiral architectures. The results obtained may be the seeds for the construction of stereoselective sensors aiming at the detection, for example, of novel emergent pollutants from agrochemical, food, and pharmaceutical industry.
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spelling pubmed-75937862020-11-13 Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives Stefanelli, Manuela Savioli, Marco Zurlo, Francesca Magna, Gabriele Belviso, Sandra Marsico, Giulia Superchi, Stefano Venanzi, Mariano Di Natale, Corrado Paolesse, Roberto Monti, Donato Front Chem Chemistry The solvent driven aggregation of porphyrin derivatives, covalently linked to a L- or D-prolinate enantiomer, results in the stereospecific formation of species featuring remarkable supramolecular chirality, as a consequence of reading and amplification of the stereochemical information stored in the proline-appended group. Spectroscopic, kinetic, and topographic SEM studies gave important information on the aggregation processes, and on the structures of the final chiral architectures. The results obtained may be the seeds for the construction of stereoselective sensors aiming at the detection, for example, of novel emergent pollutants from agrochemical, food, and pharmaceutical industry. Frontiers Media S.A. 2020-10-15 /pmc/articles/PMC7593786/ /pubmed/33195087 http://dx.doi.org/10.3389/fchem.2020.587842 Text en Copyright © 2020 Stefanelli, Savioli, Zurlo, Magna, Belviso, Marsico, Superchi, Venanzi, Di Natale, Paolesse and Monti. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Stefanelli, Manuela
Savioli, Marco
Zurlo, Francesca
Magna, Gabriele
Belviso, Sandra
Marsico, Giulia
Superchi, Stefano
Venanzi, Mariano
Di Natale, Corrado
Paolesse, Roberto
Monti, Donato
Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title_full Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title_fullStr Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title_full_unstemmed Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title_short Porphyrins Through the Looking Glass: Spectroscopic and Mechanistic Insights in Supramolecular Chirogenesis of New Self-Assembled Porphyrin Derivatives
title_sort porphyrins through the looking glass: spectroscopic and mechanistic insights in supramolecular chirogenesis of new self-assembled porphyrin derivatives
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7593786/
https://www.ncbi.nlm.nih.gov/pubmed/33195087
http://dx.doi.org/10.3389/fchem.2020.587842
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