Isoreticular chemistry and applications of supramolecularly assembled copper−adenine porous materials

The useful concepts of reticular chemistry, rigid and predictable metal nodes together with strong and manageable covalent interactions between metal centers and organic linkers, have made the so-called metal–organic frameworks (MOFs) a flourishing area of enormous applicability. In this work, the e...

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Autores: Mena Gutiérrez, Sandra, Pascual Colino, Jon, Beobide Pacheco, Garikoitz, Castillo García, Oscar, Castellanos Rubio, Ainara, Luque Arrebola, Antonio, Maiza Razkin, Ekain, Mentxaka Salgado, Jon, Pérez Yáñez, Sonia
Tipo de recurso: artículo
Fecha de publicación:2023
País:España
Institución:Universidad del País Vasco
Repositorio:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/64546
Acceso en línea:http://hdl.handle.net/10810/64546
Access Level:acceso abierto
Palabra clave:metal-organic frameworks
crystal-structures
separation
isoreticular
opper-adenine
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spelling Isoreticular chemistry and applications of supramolecularly assembled copper−adenine porous materialsMena Gutiérrez, SandraPascual Colino, JonBeobide Pacheco, GarikoitzCastillo García, OscarCastellanos Rubio, AinaraLuque Arrebola, AntonioMaiza Razkin, EkainMentxaka Salgado, JonPérez Yáñez, Soniametal-organic frameworkscrystal-structuresseparationisoreticularopper-adenineThe useful concepts of reticular chemistry, rigid and predictable metal nodes together with strong and manageable covalent interactions between metal centers and organic linkers, have made the so-called metal–organic frameworks (MOFs) a flourishing area of enormous applicability. In this work, the extension of similar strategies to supramolecularly assembled metal–organic materials has allowed us to obtain a family of isoreticular compounds of the general formula [Cu7(μ-adeninato-κN3:κN9)6(μ3-OH)6(μ-OH2)6](OOC-R-COO)·nH2O (R: ethylene-, acetylene-, naphthalene-, or biphenyl-group) in which the rigid copper–adeninato entities and the organic dicarboxylate anions are held together not by covalent interactions but by a robust and flexible network of synergic hydrogen bonds and π–π stacking interactions based on well-known supramolecular synthons (SMOFs). All compounds are isoreticular, highly insoluble, and water-stable and show a porous crystalline structure with a pcu topology containing a two-dimensional (2D) network of channels, whose dimensions and degree of porosity of the supramolecular network are tailored by the length of the dicarboxylate anion. The partial loss of the crystallization water molecules upon removal from the mother liquor produces a shrinkage of the unit cell and porosity, which leads to a color change of the compounds (from blue to olive green) if complete dehydration is achieved by means of gentle heating or vacuuming. However, the supramolecular network of noncovalent interactions is robust and flexible enough to reverse to the expanded unit cell and color after exposure to a humid atmosphere. This humidity-driven breathing behavior has been used to design a sensor in which the electrical resistance varies reversibly with the degree of humidity, very similar to the water vapor adsorption isotherm of the SMOF. The in-solution adsorption properties were explored for the uptake and release of the widely employed 5-fluorouracil, 4-aminosalycilic acid, 5-aminosalycilic acid, and allopurinol drugs. In addition, cytotoxicity activity assays were completed for the pristine and 5-fluorouracil-loaded samples.Basque Goverment (IT1722-22 and ELKARTEK KK-2022/00032) . Spanish Ministry of Science and Innovation (TED2021-129810B-C22 financed by MCIN/AEI/10.13039/501100011033 and by the European Union Next Generation EU/PRTR, and the PID2019-108028GB-C21 project funded by MCIN/AEI/10.13039/501100011033). Basque Government and the European Union Next GenerationEU (Investigo Program 2022-46).American Chemical Society202420242023info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10810/64546reponame:Addi. Archivo Digital para la Docencia y la Investigacióninstname:Universidad del País VascoEspañolinfo:eu-repo/grantAgreement/MICIN/TED2021-129810B-C22/info:eu-repo/grantAgreement/MICIN/PID2019-108028GB-C21/https://doi.org/10.1021/acs.inorgchem.3c02708info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/3.0/es© 2023 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY 4.0.oai:addi.ehu.eus:10810/645462026-06-18T09:23:17Z
dc.title.none.fl_str_mv Isoreticular chemistry and applications of supramolecularly assembled copper−adenine porous materials
title Isoreticular chemistry and applications of supramolecularly assembled copper−adenine porous materials
spellingShingle Isoreticular chemistry and applications of supramolecularly assembled copper−adenine porous materials
Mena Gutiérrez, Sandra
metal-organic frameworks
crystal-structures
separation
isoreticular
opper-adenine
title_short Isoreticular chemistry and applications of supramolecularly assembled copper−adenine porous materials
title_full Isoreticular chemistry and applications of supramolecularly assembled copper−adenine porous materials
title_fullStr Isoreticular chemistry and applications of supramolecularly assembled copper−adenine porous materials
title_full_unstemmed Isoreticular chemistry and applications of supramolecularly assembled copper−adenine porous materials
title_sort Isoreticular chemistry and applications of supramolecularly assembled copper−adenine porous materials
dc.creator.none.fl_str_mv Mena Gutiérrez, Sandra
Pascual Colino, Jon
Beobide Pacheco, Garikoitz
Castillo García, Oscar
Castellanos Rubio, Ainara
Luque Arrebola, Antonio
Maiza Razkin, Ekain
Mentxaka Salgado, Jon
Pérez Yáñez, Sonia
author Mena Gutiérrez, Sandra
author_facet Mena Gutiérrez, Sandra
Pascual Colino, Jon
Beobide Pacheco, Garikoitz
Castillo García, Oscar
Castellanos Rubio, Ainara
Luque Arrebola, Antonio
Maiza Razkin, Ekain
Mentxaka Salgado, Jon
Pérez Yáñez, Sonia
author_role author
author2 Pascual Colino, Jon
Beobide Pacheco, Garikoitz
Castillo García, Oscar
Castellanos Rubio, Ainara
Luque Arrebola, Antonio
Maiza Razkin, Ekain
Mentxaka Salgado, Jon
Pérez Yáñez, Sonia
author2_role author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv metal-organic frameworks
crystal-structures
separation
isoreticular
opper-adenine
topic metal-organic frameworks
crystal-structures
separation
isoreticular
opper-adenine
description The useful concepts of reticular chemistry, rigid and predictable metal nodes together with strong and manageable covalent interactions between metal centers and organic linkers, have made the so-called metal–organic frameworks (MOFs) a flourishing area of enormous applicability. In this work, the extension of similar strategies to supramolecularly assembled metal–organic materials has allowed us to obtain a family of isoreticular compounds of the general formula [Cu7(μ-adeninato-κN3:κN9)6(μ3-OH)6(μ-OH2)6](OOC-R-COO)·nH2O (R: ethylene-, acetylene-, naphthalene-, or biphenyl-group) in which the rigid copper–adeninato entities and the organic dicarboxylate anions are held together not by covalent interactions but by a robust and flexible network of synergic hydrogen bonds and π–π stacking interactions based on well-known supramolecular synthons (SMOFs). All compounds are isoreticular, highly insoluble, and water-stable and show a porous crystalline structure with a pcu topology containing a two-dimensional (2D) network of channels, whose dimensions and degree of porosity of the supramolecular network are tailored by the length of the dicarboxylate anion. The partial loss of the crystallization water molecules upon removal from the mother liquor produces a shrinkage of the unit cell and porosity, which leads to a color change of the compounds (from blue to olive green) if complete dehydration is achieved by means of gentle heating or vacuuming. However, the supramolecular network of noncovalent interactions is robust and flexible enough to reverse to the expanded unit cell and color after exposure to a humid atmosphere. This humidity-driven breathing behavior has been used to design a sensor in which the electrical resistance varies reversibly with the degree of humidity, very similar to the water vapor adsorption isotherm of the SMOF. The in-solution adsorption properties were explored for the uptake and release of the widely employed 5-fluorouracil, 4-aminosalycilic acid, 5-aminosalycilic acid, and allopurinol drugs. In addition, cytotoxicity activity assays were completed for the pristine and 5-fluorouracil-loaded samples.
publishDate 2023
dc.date.none.fl_str_mv 2023
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10810/64546
url http://hdl.handle.net/10810/64546
dc.language.none.fl_str_mv Español
language_invalid_str_mv Español
dc.relation.none.fl_str_mv info:eu-repo/grantAgreement/MICIN/TED2021-129810B-C22/
info:eu-repo/grantAgreement/MICIN/PID2019-108028GB-C21/
https://doi.org/10.1021/acs.inorgchem.3c02708
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/3.0/es
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/3.0/es
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:Addi. Archivo Digital para la Docencia y la Investigación
instname:Universidad del País Vasco
instname_str Universidad del País Vasco
reponame_str Addi. Archivo Digital para la Docencia y la Investigación
collection Addi. Archivo Digital para la Docencia y la Investigación
repository.name.fl_str_mv
repository.mail.fl_str_mv
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