A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction

Detalhes bibliográficos
Autor(a) principal: Paulino, Micael
Data de Publicação: 2022
Outros Autores: Pereira, Maria Manuela A., Basílio, Nuno
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/164899
Resumo: Funding Information: This work was supported by the Associate Laboratory for Green Chemistry—LAQV (UIDB/50006/2020), financed by FCT/MCTES. FCT/MCTES is also acknowledged for supporting the National Portuguese NMR Network (ROTEIRO/0031/2013-PINFRA/22161/2016, cofinanced by FEDER through COMPETE 2020, POCI, PORL, and FCT through PIDDAC) and for the grants PTDC/QUI-COL/32351/2017 and CEECIND/00466/2017 (N.B.). Publisher Copyright: © 2022 by the authors.
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spelling A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reactionazide-alkyne click reactionflavylium saltsphotochromismphotoswitchesBiochemistry, Genetics and Molecular Biology (miscellaneous)Chemistry (miscellaneous)Materials Science (miscellaneous)Funding Information: This work was supported by the Associate Laboratory for Green Chemistry—LAQV (UIDB/50006/2020), financed by FCT/MCTES. FCT/MCTES is also acknowledged for supporting the National Portuguese NMR Network (ROTEIRO/0031/2013-PINFRA/22161/2016, cofinanced by FEDER through COMPETE 2020, POCI, PORL, and FCT through PIDDAC) and for the grants PTDC/QUI-COL/32351/2017 and CEECIND/00466/2017 (N.B.). Publisher Copyright: © 2022 by the authors.Flavylium/Chalcone-based molecular switches comprise features such as pH-gated photochromism and fluorescence properties that make them attractive for many applications, ranging from stimuli-responsive materials to photopharmacology. However, in contrast to other common photoswitches, the application of flavylium compounds in these areas remains largely unexplored. Among other possible reasons, this may be due to the lack of general strategies to attach these molecules to substrates such as polymers, nanoparticles, biomolecules, or surfaces. In this work, we have shown that a copper (I) catalyzed azide-alkyne cycloaddition (CuAAC) can be employed to obtain a chalcone conjugate. We used an isosorbide carbohydrate to demonstrate this strategy and investigated the photochemical properties of the chalcone-isosorbide conjugate. The obtained results show that the photochemical properties of this new compound are similar to other equivalent flavylium/chalcone photoswitches, confirming the feasibility of the conjugation strategy.DQ - Departamento de QuímicaLAQV@REQUIMTERUNPaulino, MicaelPereira, Maria Manuela A.Basílio, Nuno2024-03-13T23:57:45Z2022-03-292022-03-29T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article10application/pdfhttp://hdl.handle.net/10362/164899eng2673-6918PURE: 84917045https://doi.org/10.3390/compounds2020008info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-03-18T01:47:20Zoai:run.unl.pt:10362/164899Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T04:02:03.969097Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction
title A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction
spellingShingle A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction
Paulino, Micael
azide-alkyne click reaction
flavylium salts
photochromism
photoswitches
Biochemistry, Genetics and Molecular Biology (miscellaneous)
Chemistry (miscellaneous)
Materials Science (miscellaneous)
title_short A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction
title_full A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction
title_fullStr A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction
title_full_unstemmed A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction
title_sort A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction
author Paulino, Micael
author_facet Paulino, Micael
Pereira, Maria Manuela A.
Basílio, Nuno
author_role author
author2 Pereira, Maria Manuela A.
Basílio, Nuno
author2_role author
author
dc.contributor.none.fl_str_mv DQ - Departamento de Química
LAQV@REQUIMTE
RUN
dc.contributor.author.fl_str_mv Paulino, Micael
Pereira, Maria Manuela A.
Basílio, Nuno
dc.subject.por.fl_str_mv azide-alkyne click reaction
flavylium salts
photochromism
photoswitches
Biochemistry, Genetics and Molecular Biology (miscellaneous)
Chemistry (miscellaneous)
Materials Science (miscellaneous)
topic azide-alkyne click reaction
flavylium salts
photochromism
photoswitches
Biochemistry, Genetics and Molecular Biology (miscellaneous)
Chemistry (miscellaneous)
Materials Science (miscellaneous)
description Funding Information: This work was supported by the Associate Laboratory for Green Chemistry—LAQV (UIDB/50006/2020), financed by FCT/MCTES. FCT/MCTES is also acknowledged for supporting the National Portuguese NMR Network (ROTEIRO/0031/2013-PINFRA/22161/2016, cofinanced by FEDER through COMPETE 2020, POCI, PORL, and FCT through PIDDAC) and for the grants PTDC/QUI-COL/32351/2017 and CEECIND/00466/2017 (N.B.). Publisher Copyright: © 2022 by the authors.
publishDate 2022
dc.date.none.fl_str_mv 2022-03-29
2022-03-29T00:00:00Z
2024-03-13T23:57:45Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10362/164899
url http://hdl.handle.net/10362/164899
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 2673-6918
PURE: 84917045
https://doi.org/10.3390/compounds2020008
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 10
application/pdf
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
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reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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