Molecular imprinting and grafting of n-acetylneuraminic acid in synthetic polymers for virus targeting

Detalhes bibliográficos
Autor(a) principal: Noronha, Verônica Teixeira
Data de Publicação: 2021
Tipo de documento: Dissertação
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10198/24737
Resumo: In this work, the synthesis of Molecularly Imprinted Polymers (MIPs) was executed using different solvents, N,N-dimethylformamide (DMF), Acetonitrile (ACN), and a mixture of both reagents, two different monomers, 4-vinylpiridine (4VP) and 4-Vinylphenilboronic acid (4VBA), and different concentrations of solutions for the template, N-acetylneuraminic acid, in order to evaluate which conditions would lead to a final synthetic material with higher retentions of N-acetylneuraminic acid. The characterization of the synthesised MIPs was performed beginning with batch adsorption, allowing the material to react and adsorb the target molecule until reaching an equilibrium. After two methods were chosen to quantify the N-acetylneuraminic acid, to evaluate the retention of this molecules for each of the MIPs. The methods used were derivatisation with thiobarbituric acid (TBA) followed by ultraviolet (UV) spectroscopy and high-performance liquid chromatography (HPLC). MIPs were evaluated under different N-acetylneuraminic acid concentrations and different pH conditions. It was concluded that high-performance liquid chromatography (HPLC) was the most reliable and efficient method to quantify N-acetylneuraminic acid, once derivatization with thiobarbituric acid approach has various steps that could be error prone. In addition, MIPs produced with 4-vinylpiridine showed a higher N-acetylneuraminic acid adsorption in the analysed conditions. Furthermore, MIP synthesised using only N,N-dimethylformamide as solvent, and N-acetylneuraminic acid in a concentration of 0.06 mol/L as a template, exhibited a higher retention of this compound, specially at acid pHs.
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spelling Molecular imprinting and grafting of n-acetylneuraminic acid in synthetic polymers for virus targetingMolecularly imprinted polymersN-acetylneuraminic acidMolecular recognitionThiobarbituric acid methodDomínio/Área Científica::Engenharia e Tecnologia::Engenharia QuímicaIn this work, the synthesis of Molecularly Imprinted Polymers (MIPs) was executed using different solvents, N,N-dimethylformamide (DMF), Acetonitrile (ACN), and a mixture of both reagents, two different monomers, 4-vinylpiridine (4VP) and 4-Vinylphenilboronic acid (4VBA), and different concentrations of solutions for the template, N-acetylneuraminic acid, in order to evaluate which conditions would lead to a final synthetic material with higher retentions of N-acetylneuraminic acid. The characterization of the synthesised MIPs was performed beginning with batch adsorption, allowing the material to react and adsorb the target molecule until reaching an equilibrium. After two methods were chosen to quantify the N-acetylneuraminic acid, to evaluate the retention of this molecules for each of the MIPs. The methods used were derivatisation with thiobarbituric acid (TBA) followed by ultraviolet (UV) spectroscopy and high-performance liquid chromatography (HPLC). MIPs were evaluated under different N-acetylneuraminic acid concentrations and different pH conditions. It was concluded that high-performance liquid chromatography (HPLC) was the most reliable and efficient method to quantify N-acetylneuraminic acid, once derivatization with thiobarbituric acid approach has various steps that could be error prone. In addition, MIPs produced with 4-vinylpiridine showed a higher N-acetylneuraminic acid adsorption in the analysed conditions. Furthermore, MIP synthesised using only N,N-dimethylformamide as solvent, and N-acetylneuraminic acid in a concentration of 0.06 mol/L as a template, exhibited a higher retention of this compound, specially at acid pHs.No presente trabalho, a síntese de Polímeros Molecularmente Impressos foi realizada usando diferentes solventes, nomeadamente N,N-dimetillformamida (DMF), acetonitrila (ACN) e uma mistura de ambos reagentes, dois monômeros distintos, 4-vinilpiridina (4VP) e ácido 4-Vinilfenilboronico (4VBA), e soluções de diferentes concentrações do “template”, ácido N-acetilneuraminico, com o objetivo de avaliar quais condições levariam a um material sintético final com retenções de ácido N-acetilneuraminico mais elevadas. A caracterização dos MIPs sintetizados foi executada iniciando com a adsorção em batch, de modo a permitir que o material reagisse e adsorvesse a molécula alvo até atingir o equilíbrio. Posteriormente, dois métodos foram escolhidos para quantificar o ácido N-acetilneuraminico, para avaliar a retenção destas moléculas por cada um dos MIPs. Os métodos usados foram a derivatização com ácido tiobarbitúrico (TBA) seguida de espectroscopia de ultravioleta (UV) e cromatografia líquida de alta eficiência (CLAE). Os MIPs foram avaliados sob diferentes concentrações de ácido N-acetilneuraminico e diferentes condições de pH. Foi concluído que a cromatografia de alta eficiência (CLAE), foi o método mais confiável e eficiente para quantificar o ácido N-acetilneuraminico, uma vez que a derivatização com ácido tiobarbitúrico possui muitas etapas, que podem ser passíveis de erro. Os MIPs produzidos com 4-vinilpiridina apresentaram uma mais elevada adsorção de ácido siálico nas condições analisadas. Ademais, os MIPs sintetizados usando apenas N,N-dimetilformamida como solvente, e ácido N-acetilneuraminico com concentração de 0.06 mol/L como template, demonstrou uma maior retenção deste composto, especialmente em pHs ácidos.Dias, RolandoBiblioteca Digital do IPBNoronha, Verônica Teixeira2022-01-19T11:21:35Z20212021-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisapplication/pdfhttp://hdl.handle.net/10198/24737TID:202887367enginfo: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:RCAAP2023-11-21T10:55:47Zoai:bibliotecadigital.ipb.pt:10198/24737Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:15:41.118508Repositório 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 Molecular imprinting and grafting of n-acetylneuraminic acid in synthetic polymers for virus targeting
title Molecular imprinting and grafting of n-acetylneuraminic acid in synthetic polymers for virus targeting
spellingShingle Molecular imprinting and grafting of n-acetylneuraminic acid in synthetic polymers for virus targeting
Noronha, Verônica Teixeira
Molecularly imprinted polymers
N-acetylneuraminic acid
Molecular recognition
Thiobarbituric acid method
Domínio/Área Científica::Engenharia e Tecnologia::Engenharia Química
title_short Molecular imprinting and grafting of n-acetylneuraminic acid in synthetic polymers for virus targeting
title_full Molecular imprinting and grafting of n-acetylneuraminic acid in synthetic polymers for virus targeting
title_fullStr Molecular imprinting and grafting of n-acetylneuraminic acid in synthetic polymers for virus targeting
title_full_unstemmed Molecular imprinting and grafting of n-acetylneuraminic acid in synthetic polymers for virus targeting
title_sort Molecular imprinting and grafting of n-acetylneuraminic acid in synthetic polymers for virus targeting
author Noronha, Verônica Teixeira
author_facet Noronha, Verônica Teixeira
author_role author
dc.contributor.none.fl_str_mv Dias, Rolando
Biblioteca Digital do IPB
dc.contributor.author.fl_str_mv Noronha, Verônica Teixeira
dc.subject.por.fl_str_mv Molecularly imprinted polymers
N-acetylneuraminic acid
Molecular recognition
Thiobarbituric acid method
Domínio/Área Científica::Engenharia e Tecnologia::Engenharia Química
topic Molecularly imprinted polymers
N-acetylneuraminic acid
Molecular recognition
Thiobarbituric acid method
Domínio/Área Científica::Engenharia e Tecnologia::Engenharia Química
description In this work, the synthesis of Molecularly Imprinted Polymers (MIPs) was executed using different solvents, N,N-dimethylformamide (DMF), Acetonitrile (ACN), and a mixture of both reagents, two different monomers, 4-vinylpiridine (4VP) and 4-Vinylphenilboronic acid (4VBA), and different concentrations of solutions for the template, N-acetylneuraminic acid, in order to evaluate which conditions would lead to a final synthetic material with higher retentions of N-acetylneuraminic acid. The characterization of the synthesised MIPs was performed beginning with batch adsorption, allowing the material to react and adsorb the target molecule until reaching an equilibrium. After two methods were chosen to quantify the N-acetylneuraminic acid, to evaluate the retention of this molecules for each of the MIPs. The methods used were derivatisation with thiobarbituric acid (TBA) followed by ultraviolet (UV) spectroscopy and high-performance liquid chromatography (HPLC). MIPs were evaluated under different N-acetylneuraminic acid concentrations and different pH conditions. It was concluded that high-performance liquid chromatography (HPLC) was the most reliable and efficient method to quantify N-acetylneuraminic acid, once derivatization with thiobarbituric acid approach has various steps that could be error prone. In addition, MIPs produced with 4-vinylpiridine showed a higher N-acetylneuraminic acid adsorption in the analysed conditions. Furthermore, MIP synthesised using only N,N-dimethylformamide as solvent, and N-acetylneuraminic acid in a concentration of 0.06 mol/L as a template, exhibited a higher retention of this compound, specially at acid pHs.
publishDate 2021
dc.date.none.fl_str_mv 2021
2021-01-01T00:00:00Z
2022-01-19T11:21:35Z
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