One-pot enzymatic resolution/separation of enantiomers using green solvents

Detalhes bibliográficos
Autor(a) principal: Pinto, José Jorge Baeta Fontinha
Data de Publicação: 2013
Tipo de documento: Dissertação
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/10824
Resumo: Dissertação para obtenção do Grau de Mestre em Biotecnologia
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spelling One-pot enzymatic resolution/separation of enantiomers using green solventsCandida rugosa lipaseEnantioselectivityRacemic mentholIonic liquidsSupercritical carbon dioxideGreen solventsDissertação para obtenção do Grau de Mestre em BiotecnologiaIn the context of “green” chemistry and sustainable processes, the main goal of this work is to develop a process that would circumvent the current complications of racemic sec-alcohol separation, using alternative solvents and selective enzymatic resolution. In this work the ability of enzymes to perform the resolution of sec-alcohols to obtain high added-value enantiomers is advantageously exploited in the production of pure chiral compounds. Candida rugosa lipase is capable of selectively converting one of the enantiomers of menthol into a different chemical compound with substantial different properties. Following this enzymatic catalysis, a separation method is used recurring to alternative solvents properties to separate the enantiomer that does not react obtaining a pure chiral compound. The main goals of this research are to finding both a vinyl ester and an acid anhydride capable of reacting selectively with the racemic menthol through catalyzed reaction using Candida rugosa lipase and test independently the acylating agents at various parameters that influence the conversion and enantioselectivity of the process such as temperature, enzyme concentration, parallel chemical reaction and solvent effect. Through this work we were successful in testing these two different chemical compounds obtaining high values for conversion and enantioselectivity. In the case of propionic anhydride we obtained 51% of conversion, 89% and 74% of enantiomeric excess of substrate and product, respectively, at 310.15 K in [Omim][PF6]. In the case of vinyl decanoate, we obtained 44.4% of conversion, 90.7% of enantiomeric excess of substrate, at 310.15 K in [Hmim][PF6].Faculdade de Ciências e TecnologiaBarreiros, SusanaPaiva, AlexandreRUNPinto, José Jorge Baeta Fontinha2013-12-09T11:40:26Z20132013-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisapplication/pdfhttp://hdl.handle.net/10362/10824TID:201753820enginfo: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:RCAAP2024-03-11T03:44:47Zoai:run.unl.pt:10362/10824Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:19:45.358756Repositório 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 One-pot enzymatic resolution/separation of enantiomers using green solvents
title One-pot enzymatic resolution/separation of enantiomers using green solvents
spellingShingle One-pot enzymatic resolution/separation of enantiomers using green solvents
Pinto, José Jorge Baeta Fontinha
Candida rugosa lipase
Enantioselectivity
Racemic menthol
Ionic liquids
Supercritical carbon dioxide
Green solvents
title_short One-pot enzymatic resolution/separation of enantiomers using green solvents
title_full One-pot enzymatic resolution/separation of enantiomers using green solvents
title_fullStr One-pot enzymatic resolution/separation of enantiomers using green solvents
title_full_unstemmed One-pot enzymatic resolution/separation of enantiomers using green solvents
title_sort One-pot enzymatic resolution/separation of enantiomers using green solvents
author Pinto, José Jorge Baeta Fontinha
author_facet Pinto, José Jorge Baeta Fontinha
author_role author
dc.contributor.none.fl_str_mv Barreiros, Susana
Paiva, Alexandre
RUN
dc.contributor.author.fl_str_mv Pinto, José Jorge Baeta Fontinha
dc.subject.por.fl_str_mv Candida rugosa lipase
Enantioselectivity
Racemic menthol
Ionic liquids
Supercritical carbon dioxide
Green solvents
topic Candida rugosa lipase
Enantioselectivity
Racemic menthol
Ionic liquids
Supercritical carbon dioxide
Green solvents
description Dissertação para obtenção do Grau de Mestre em Biotecnologia
publishDate 2013
dc.date.none.fl_str_mv 2013-12-09T11:40:26Z
2013
2013-01-01T00:00:00Z
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/10362/10824
TID:201753820
url http://hdl.handle.net/10362/10824
identifier_str_mv TID:201753820
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.publisher.none.fl_str_mv Faculdade de Ciências e Tecnologia
publisher.none.fl_str_mv Faculdade de Ciências e Tecnologia
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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