(Bio)Functionalisation of Metal-Organic Polyhedra by Using Click Chemistry

The surface chemistry of Metal-Organic Polyhedra (MOPs) is crucial to their physicochemical properties because it governs how they interact with external substances such as solvents, synthetic organic molecules, metal ions, and even biomolecules. Consequently, the advancement of synthetic methods th...

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Autores: Hernández-López, Laura, Baeckmann, Cornelia von, Martínez Esaín, Jordi, Cortés Martínez, Alba, Faraudo, Jordi, Caules, Caterina, Parella, Teodor, Maspoch, Daniel, Carné-Sánchez, Arnau
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/341299
Acesso em linha:http://hdl.handle.net/10261/341299
https://api.elsevier.com/content/abstract/scopus_id/85171434888
Access Level:acceso abierto
Palavra-chave:Biofunctionalization
Click chemistry
Metal-organic polyhedra
Recognition
Surface functionalisation
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dc.title.none.fl_str_mv (Bio)Functionalisation of Metal-Organic Polyhedra by Using Click Chemistry
title (Bio)Functionalisation of Metal-Organic Polyhedra by Using Click Chemistry
spellingShingle (Bio)Functionalisation of Metal-Organic Polyhedra by Using Click Chemistry
Hernández-López, Laura
Biofunctionalization
Click chemistry
Metal-organic polyhedra
Recognition
Surface functionalisation
title_short (Bio)Functionalisation of Metal-Organic Polyhedra by Using Click Chemistry
title_full (Bio)Functionalisation of Metal-Organic Polyhedra by Using Click Chemistry
title_fullStr (Bio)Functionalisation of Metal-Organic Polyhedra by Using Click Chemistry
title_full_unstemmed (Bio)Functionalisation of Metal-Organic Polyhedra by Using Click Chemistry
title_sort (Bio)Functionalisation of Metal-Organic Polyhedra by Using Click Chemistry
dc.creator.none.fl_str_mv Hernández-López, Laura
Baeckmann, Cornelia von
Martínez Esaín, Jordi
Cortés Martínez, Alba
Faraudo, Jordi
Caules, Caterina
Parella, Teodor
Maspoch, Daniel
Carné-Sánchez, Arnau
author Hernández-López, Laura
author_facet Hernández-López, Laura
Baeckmann, Cornelia von
Martínez Esaín, Jordi
Cortés Martínez, Alba
Faraudo, Jordi
Caules, Caterina
Parella, Teodor
Maspoch, Daniel
Carné-Sánchez, Arnau
author_role author
author2 Baeckmann, Cornelia von
Martínez Esaín, Jordi
Cortés Martínez, Alba
Faraudo, Jordi
Caules, Caterina
Parella, Teodor
Maspoch, Daniel
Carné-Sánchez, Arnau
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia, Innovación y Universidades (España)
Agencia Estatal de Investigación (España)
Generalitat de Catalunya
Fundación la Caixa
Ministerio de Ciencia e Innovación (España)
European Commission
Consejo Superior de Investigaciones Científicas (España)
Austrian Science Fund
Hernández-López, Laura [0000-0001-6394-2538]
Martínez Esaín, Jordi [0000-0002-8420-8559]
Faraudo, Jordi [0000-0002-6315-4993]
Parella, Teodor [0000-0002-1914-2709]
Maspoch, Daniel [0000-0003-1325-9161]
Carné-Sánchez, Arnau [0000-0002-8569-6208]
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Biofunctionalization
Click chemistry
Metal-organic polyhedra
Recognition
Surface functionalisation
topic Biofunctionalization
Click chemistry
Metal-organic polyhedra
Recognition
Surface functionalisation
description The surface chemistry of Metal-Organic Polyhedra (MOPs) is crucial to their physicochemical properties because it governs how they interact with external substances such as solvents, synthetic organic molecules, metal ions, and even biomolecules. Consequently, the advancement of synthetic methods that facilitate the incorporation of diverse functional groups onto MOP surfaces will significantly broaden the range of properties and potential applications for MOPs. This study describes the use of copper(I)-catalysed, azide-alkyne cycloaddition (CuAAC) click reactions to post-synthetically modify the surface of alkyne-functionalised cuboctahedral MOPs. To this end, a novel Rh(II)-based MOP with 24 available surface alkyne groups was synthesised. Each of the 24 alkyne groups on the surface of the "clickable" Rh-MOP can react with azide-containing molecules at room temperature, without compromising the integrity of the MOP. The wide substrate catalogue and orthogonal nature of CuAAC click chemistry was exploited to densely functionalise MOPs with diverse functional groups, including polymers, carboxylic and phosphonic acids, and even biotin moieties, which retained their recognition capabilities once anchored onto the surface of the MOP.
publishDate 2023
dc.date.none.fl_str_mv 2023
2023
2023
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/341299
https://api.elsevier.com/content/abstract/scopus_id/85171434888
url http://hdl.handle.net/10261/341299
https://api.elsevier.com/content/abstract/scopus_id/85171434888
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
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info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-095622-B-I00
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/CEX2021-001214-S
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Hernández-López, Laura; Baeckmann, Cornelia von; Martínez Esaín, Jordi; Cortés Martínez, Alba; Faraudo, Jordi; Caules, Caterina; Parella, Teodor; Maspoch, Daniel; Carné-Sánchez, Arnau; 2023; Supporting Information (Bio)Functionalisation of Metal–Organic Polyhedra by Using Click Chemistry [Dataset]; Wiley-VCH; https://doi.org/10.1002/chem.202301945
https://doi.org/10.1002/chem.202301945
Sí
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eu_rights_str_mv openAccess
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dc.publisher.none.fl_str_mv Wiley-VCH
publisher.none.fl_str_mv Wiley-VCH
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
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spelling (Bio)Functionalisation of Metal-Organic Polyhedra by Using Click ChemistryHernández-López, LauraBaeckmann, Cornelia vonMartínez Esaín, JordiCortés Martínez, AlbaFaraudo, JordiCaules, CaterinaParella, TeodorMaspoch, DanielCarné-Sánchez, ArnauBiofunctionalizationClick chemistryMetal-organic polyhedraRecognitionSurface functionalisationThe surface chemistry of Metal-Organic Polyhedra (MOPs) is crucial to their physicochemical properties because it governs how they interact with external substances such as solvents, synthetic organic molecules, metal ions, and even biomolecules. Consequently, the advancement of synthetic methods that facilitate the incorporation of diverse functional groups onto MOP surfaces will significantly broaden the range of properties and potential applications for MOPs. This study describes the use of copper(I)-catalysed, azide-alkyne cycloaddition (CuAAC) click reactions to post-synthetically modify the surface of alkyne-functionalised cuboctahedral MOPs. To this end, a novel Rh(II)-based MOP with 24 available surface alkyne groups was synthesised. Each of the 24 alkyne groups on the surface of the "clickable" Rh-MOP can react with azide-containing molecules at room temperature, without compromising the integrity of the MOP. The wide substrate catalogue and orthogonal nature of CuAAC click chemistry was exploited to densely functionalise MOPs with diverse functional groups, including polymers, carboxylic and phosphonic acids, and even biotin moieties, which retained their recognition capabilities once anchored onto the surface of the MOP.This work was supported by the Spanish MINECO (project RTI2018-095622-B−I00) and the Catalan AGAUR (project 2021 SGR 00458). It was also funded by the CERCA Programme /Generalitat de Catalunya and through a fellowship (LCF/BQ/PR20/11770011) from the “la Caixa” Foundation (ID 100010434). ICN2 is supported by the Severo Ochoa Centres of Excellence programme, Grant CEX2021-001214-S, funded by MCIN/AEI/10.13039.501100011033. A.C.S. is indebted to the Ramón y Cajal Program (RYC2020-029749-I Fellowship) and the Europa Excelencia grant (EUR2021-121997) L.H.L acknowledges the support from the Spanish State Research Agency (PRE2019-088056). C.v.B. thanks the Austrian Science Fund (FWF), Erwin Schrödinger fellowship for supporting the project J 4637. J. F acknowledges the financial support from MCIN/AEI/10.13039/501100011033 agency through Grant PID2021-124297NB-C33 and the “Severo Ochoa” Programme for Centres of Excellence in R\&D (CEX2019-000917-S) awarded to ICMAB. We also thank the Government of Catalonia (AGAUR) for Grant 2021SGR01519.With funding from the Spanish government through the ‘Severo Ochoa Centre of Excellence’ accreditation (CEX2021-001214-S)With funding from the Spanish government through the ‘Severo Ochoa Centre of Excellence’ accreditation (CEX2019-000917-S)Peer reviewedWiley-VCHMinisterio de Ciencia, Innovación y Universidades (España)Agencia Estatal de Investigación (España)Generalitat de CatalunyaFundación la CaixaMinisterio de Ciencia e Innovación (España)European CommissionConsejo Superior de Investigaciones Científicas (España)Austrian Science FundHernández-López, Laura [0000-0001-6394-2538]Martínez Esaín, Jordi [0000-0002-8420-8559]Faraudo, Jordi [0000-0002-6315-4993]Parella, Teodor [0000-0002-1914-2709]Maspoch, Daniel [0000-0003-1325-9161]Carné-Sánchez, Arnau [0000-0002-8569-6208]Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202320232023info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10261/341299https://api.elsevier.com/content/abstract/scopus_id/85171434888reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-095622-B-I00info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/CEX2021-001214-Sinfo:eu-repo/grantAgreement/AEI//RYC2020-029749-Iinfo:eu-repo/grantAgreement/AEI//PRE2019-088056info:eu-repo/grantAgreement/AEI//PID2021-124297NB-C33info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/CEX2019-000917-SHernández-López, Laura; Baeckmann, Cornelia von; Martínez Esaín, Jordi; Cortés Martínez, Alba; Faraudo, Jordi; Caules, Caterina; Parella, Teodor; Maspoch, Daniel; Carné-Sánchez, Arnau; 2023; Supporting Information (Bio)Functionalisation of Metal–Organic Polyhedra by Using Click Chemistry [Dataset]; Wiley-VCH; https://doi.org/10.1002/chem.202301945https://doi.org/10.1002/chem.202301945Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3412992026-05-22T06:33:51Z
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