Supramolecular Sensors and Actuators for Biologically Relevant Analytes

Detalhes bibliográficos
Autor(a) principal: Martins, Joana Mafalda Nunes Paulo Silva
Data de Publicação: 2020
Tipo de documento: Dissertação
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/111125
Resumo: Tese de Mestrado parcialmente desenvolvida e suportada pelo projeto “Verão com Ciência”, aquando da participação na Escola de Verão do Laboratório Associado para a Química Verde (LAQV-REQUIMTE), que decorreu de 27 de julho até 30 de outubro de 2020, na Faculdade de Ciências e Tecnologia.
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spelling Supramolecular Sensors and Actuators for Biologically Relevant Analyteshost-guest systemspeptides and proteinsp-sulfonatocalix[4]arenefluorescent sensorsphotoswitchcounterion activated transportDomínio/Área Científica::Engenharia e Tecnologia::Outras Engenharias e TecnologiasTese de Mestrado parcialmente desenvolvida e suportada pelo projeto “Verão com Ciência”, aquando da participação na Escola de Verão do Laboratório Associado para a Química Verde (LAQV-REQUIMTE), que decorreu de 27 de julho até 30 de outubro de 2020, na Faculdade de Ciências e Tecnologia.In the field of biochemistry, the study of peptides is of great interest, not only due to the variety of functions these molecules present in biological systems (e.g. in signalling, neuromodulation, immune response and metabolism) but also as tools in biotechnology and as pharmaco-logical agents, as is the case of antimicrobial cell-penetrating peptides. Supramolecular receptors have had a rising application in the transport, modulation and sensing of these biomolecules, due to the strong interactions they can establish with affinities up to the nM range. In this thesis, a group of supramolecular dual emission sensors and a light-controlled transporter for cationic peptides were synthesized and characterized. These consist of a modular amphiphilic system based on a p-sulfonatocalix[4]arene receptor, monosubstituted in its lower rim with different functional groups, depending on the target application. The sensors SCnPy present an aliphatic chain of variable size (n = 4, 6), with a pyrene fluorescent moiety at its end, while the transporter SC6Azo presents a six-carbon aliphatic chain with an azobenzene moiety. SCnPy have shown to have the pyrene’s characteristic monomer emission at low concentration and, when at high enough concentrations or in the presence of organic cations, they can form ground state dimers that emit at higher wavelengths. The variation of chain length successfully modulated the capacity of the SCnPy sensors to aggregate. SC4Py showed this dual emission for polyarginines of four or more residues, presenting a critical aggregation concentration (CAC) of 9.8 μΜ for a 1:2 molar ratio of sensor to a six-residue polyarginine. SC6Py is able to aggregate in the presence of peptides with only 3 cationic residues, with CAC of 0.11 μM, with the same peptide and in the same conditions as for SC4Py. Furthermore, SC6Py showed selectivity for a fragment of the peptide Humanin, over a similar sequence of another mitochondrial signaling peptide, SHLP4, all the while presenting a dual emission that enables the correction of the measurement for instrumental factors and sensor concentration variations. Other phenomena and modes of detection (resonance energy transfer and dye displacement assays) were also explored for the SCnPy system. The light-controlled transporter, SC6Azo, also binds to polyarginines and presents an efficient light induced isomerization, with quantitative photochemical conversion from trans to cis, when irradiated at 382 nm, and reaching 73% of maximum conversion for the reverse reaction, upon irradiation at 500 nm. This enabled a great decrease in polarity of the tail, when irradiating the cis isomer and converting it to trans, showing a maximum increase of peptide transport in phosphatidylcholine liposomes of, approximately, 30%.Basílio, NunoLima, JoãoRUNMartins, Joana Mafalda Nunes Paulo Silva2023-10-01T00:30:32Z2021-01-2120202021-01-21T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisapplication/pdfhttp://hdl.handle.net/10362/111125enginfo: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:RCAAP2024-03-11T04:54:56Zoai:run.unl.pt:10362/111125Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:41:48.375280Repositório 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 Supramolecular Sensors and Actuators for Biologically Relevant Analytes
title Supramolecular Sensors and Actuators for Biologically Relevant Analytes
spellingShingle Supramolecular Sensors and Actuators for Biologically Relevant Analytes
Martins, Joana Mafalda Nunes Paulo Silva
host-guest systems
peptides and proteins
p-sulfonatocalix[4]arene
fluorescent sensors
photoswitch
counterion activated transport
Domínio/Área Científica::Engenharia e Tecnologia::Outras Engenharias e Tecnologias
title_short Supramolecular Sensors and Actuators for Biologically Relevant Analytes
title_full Supramolecular Sensors and Actuators for Biologically Relevant Analytes
title_fullStr Supramolecular Sensors and Actuators for Biologically Relevant Analytes
title_full_unstemmed Supramolecular Sensors and Actuators for Biologically Relevant Analytes
title_sort Supramolecular Sensors and Actuators for Biologically Relevant Analytes
author Martins, Joana Mafalda Nunes Paulo Silva
author_facet Martins, Joana Mafalda Nunes Paulo Silva
author_role author
dc.contributor.none.fl_str_mv Basílio, Nuno
Lima, João
RUN
dc.contributor.author.fl_str_mv Martins, Joana Mafalda Nunes Paulo Silva
dc.subject.por.fl_str_mv host-guest systems
peptides and proteins
p-sulfonatocalix[4]arene
fluorescent sensors
photoswitch
counterion activated transport
Domínio/Área Científica::Engenharia e Tecnologia::Outras Engenharias e Tecnologias
topic host-guest systems
peptides and proteins
p-sulfonatocalix[4]arene
fluorescent sensors
photoswitch
counterion activated transport
Domínio/Área Científica::Engenharia e Tecnologia::Outras Engenharias e Tecnologias
description Tese de Mestrado parcialmente desenvolvida e suportada pelo projeto “Verão com Ciência”, aquando da participação na Escola de Verão do Laboratório Associado para a Química Verde (LAQV-REQUIMTE), que decorreu de 27 de julho até 30 de outubro de 2020, na Faculdade de Ciências e Tecnologia.
publishDate 2020
dc.date.none.fl_str_mv 2020
2021-01-21
2021-01-21T00:00:00Z
2023-10-01T00:30:32Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
format masterThesis
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10362/111125
url http://hdl.handle.net/10362/111125
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 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
institution RCAAP
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
repository.mail.fl_str_mv
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