One-pot enzymatic resolution/separation of enantiomers using green solvents
Autor(a) principal: | |
---|---|
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 |
id |
RCAP_69efc89fd80a51e3df29f2235102f5a1 |
---|---|
oai_identifier_str |
oai:run.unl.pt:10362/10824 |
network_acronym_str |
RCAP |
network_name_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository_id_str |
7160 |
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 |
|
_version_ |
1799137839903932416 |