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Photorelease of glycine and beta-alanine from (7-bromocoumarin-4-yl)methyl cages

Bibliographic Details
Main Author: Conceição, Rafaela C. O.
Publication Date: 2015
Other Authors: Costa, Susana P. G., Gonçalves, M. Sameiro T.
Language: eng
Source: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Download full: http://hdl.handle.net/1822/49322
Summary: The synthesis of a new 7-bromo-4-(chloromethyl)-coumarin to be used as cage for the release of bioactive molecules is presented. Ester cages of two neurotransmitter amino acids, glycine and β-alanine, were also synthetized. These neurotransmitters were chosen as models due to their biological relevance. The glycine and β-alanine ester conjugates, in methanol/HEPES buffer (80:20), were irradiated at 254, 300, 350 and 419 nm in a Rayonet RPR-100 photochemical reactor and the photolysis process was followed by HPLC with UV detection. These results were compared with those previously obtained by our research group when 4-chloromethyl-coumarin was used in the photorelease of glycine and β-alanine.
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spelling Photorelease of glycine and beta-alanine from (7-bromocoumarin-4-yl)methyl cagesGlycineBeta-alaninePhotolysisCoumarinCiências Naturais::Ciências QuímicasScience & TechnologyThe synthesis of a new 7-bromo-4-(chloromethyl)-coumarin to be used as cage for the release of bioactive molecules is presented. Ester cages of two neurotransmitter amino acids, glycine and β-alanine, were also synthetized. These neurotransmitters were chosen as models due to their biological relevance. The glycine and β-alanine ester conjugates, in methanol/HEPES buffer (80:20), were irradiated at 254, 300, 350 and 419 nm in a Rayonet RPR-100 photochemical reactor and the photolysis process was followed by HPLC with UV detection. These results were compared with those previously obtained by our research group when 4-chloromethyl-coumarin was used in the photorelease of glycine and β-alanine.Thanks are due to the Fundação para a Ciência e Tecnologia (FCT, Portugal) for financial support to the NMR portuguese network (PTNMR, Bruker Avance III 400-Univ. Minho), FCT and FEDER (European Fund for Regional Development)-COMPETE-QREN-EU for financial support to Research Centre of Chemistry, CQ/UM [PEst-C/QUI/UI0686/2013 (FCOMP-01-0124-FEDER-037302)].info:eu-repo/semantics/publishedVersionMDPIUniversidade do MinhoConceição, Rafaela C. O.Costa, Susana P. G.Gonçalves, M. Sameiro T.20152015-01-01T00:00:00Zconference paperinfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/1822/49322engProceedings of the 19th Int. Electron. Conf. Synth. Org. Chem., 1–30 November 2015; Sciforum Electronic Conference Series, Vol. 19, 2015, a015; doi:10.3390/ecsoc-19-a015.978-3-03842-145-010.3390/ecsoc-19-a015http://sciforum.net/conference/ecsoc-19/paper/3040info:eu-repo/semantics/openAccessreponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiainstacron:RCAAP2024-05-11T04:38:20Zoai:repositorium.sdum.uminho.pt:1822/49322Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T14:53:58.330064Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiafalse
dc.title.none.fl_str_mv Photorelease of glycine and beta-alanine from (7-bromocoumarin-4-yl)methyl cages
title Photorelease of glycine and beta-alanine from (7-bromocoumarin-4-yl)methyl cages
spellingShingle Photorelease of glycine and beta-alanine from (7-bromocoumarin-4-yl)methyl cages
Conceição, Rafaela C. O.
Glycine
Beta-alanine
Photolysis
Coumarin
Ciências Naturais::Ciências Químicas
Science & Technology
title_short Photorelease of glycine and beta-alanine from (7-bromocoumarin-4-yl)methyl cages
title_full Photorelease of glycine and beta-alanine from (7-bromocoumarin-4-yl)methyl cages
title_fullStr Photorelease of glycine and beta-alanine from (7-bromocoumarin-4-yl)methyl cages
title_full_unstemmed Photorelease of glycine and beta-alanine from (7-bromocoumarin-4-yl)methyl cages
title_sort Photorelease of glycine and beta-alanine from (7-bromocoumarin-4-yl)methyl cages
author Conceição, Rafaela C. O.
author_facet Conceição, Rafaela C. O.
Costa, Susana P. G.
Gonçalves, M. Sameiro T.
author_role author
author2 Costa, Susana P. G.
Gonçalves, M. Sameiro T.
author2_role author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Conceição, Rafaela C. O.
Costa, Susana P. G.
Gonçalves, M. Sameiro T.
dc.subject.por.fl_str_mv Glycine
Beta-alanine
Photolysis
Coumarin
Ciências Naturais::Ciências Químicas
Science & Technology
topic Glycine
Beta-alanine
Photolysis
Coumarin
Ciências Naturais::Ciências Químicas
Science & Technology
description The synthesis of a new 7-bromo-4-(chloromethyl)-coumarin to be used as cage for the release of bioactive molecules is presented. Ester cages of two neurotransmitter amino acids, glycine and β-alanine, were also synthetized. These neurotransmitters were chosen as models due to their biological relevance. The glycine and β-alanine ester conjugates, in methanol/HEPES buffer (80:20), were irradiated at 254, 300, 350 and 419 nm in a Rayonet RPR-100 photochemical reactor and the photolysis process was followed by HPLC with UV detection. These results were compared with those previously obtained by our research group when 4-chloromethyl-coumarin was used in the photorelease of glycine and β-alanine.
publishDate 2015
dc.date.none.fl_str_mv 2015
2015-01-01T00:00:00Z
dc.type.driver.fl_str_mv conference paper
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/1822/49322
url http://hdl.handle.net/1822/49322
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Proceedings of the 19th Int. Electron. Conf. Synth. Org. Chem., 1–30 November 2015; Sciforum Electronic Conference Series, Vol. 19, 2015, a015; doi:10.3390/ecsoc-19-a015.
978-3-03842-145-0
10.3390/ecsoc-19-a015
http://sciforum.net/conference/ecsoc-19/paper/3040
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 MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv reponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
instacron:RCAAP
instname_str FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
instacron_str RCAAP
institution RCAAP
reponame_str Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
collection Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
repository.name.fl_str_mv Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
repository.mail.fl_str_mv info@rcaap.pt
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