Photolysis at long wavelengths of amino acid ester derivatives based on 4-methyl-6-methoxy-2-oxo-2H-naphtho[1,2-b]pyrans

Detalhes bibliográficos
Autor(a) principal: Piloto, Ana M.
Data de Publicação: 2011
Outros Autores: Soares, Ana M. S., Hungerford, Graham, Costa, Susana P. G., Gonçalves, M. Sameiro T.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/1822/13096
Resumo: Ester derivatives of fused 4-methyl-6-methoxy-2-oxo-2H- naphtho[1,2-b]pyran, using valine and phenylalanine as model bifunctional molecules were synthesised, to assess its applicability as a photocleavable protecting group, for solution phase organic synthesis and in caging applications, at longer wavelengths. The behaviour of the corresponding derivatives towards photolysis was evaluated by irradiation in mixture of HEPES buffer and acetonitrile or methanol, in a photochemical reactor at 350 and 419 nm, followed by HPLC/UV monitoring. Time-resolved fluorescence measurements were used to elucidate the dynamics.
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spelling Photolysis at long wavelengths of amino acid ester derivatives based on 4-methyl-6-methoxy-2-oxo-2H-naphtho[1,2-b]pyransPhotocleavable protecting groupsCage compoundsPhotolysisBenzocoumarinsAmino acidsEster derivatives of fused 4-methyl-6-methoxy-2-oxo-2H- naphtho[1,2-b]pyran, using valine and phenylalanine as model bifunctional molecules were synthesised, to assess its applicability as a photocleavable protecting group, for solution phase organic synthesis and in caging applications, at longer wavelengths. The behaviour of the corresponding derivatives towards photolysis was evaluated by irradiation in mixture of HEPES buffer and acetonitrile or methanol, in a photochemical reactor at 350 and 419 nm, followed by HPLC/UV monitoring. Time-resolved fluorescence measurements were used to elucidate the dynamics.Fundação para a Ciência e a Tecnologia (FCT) -PTDC/QUI/69607/2006, SFRH/BD/61459/2009Fundo Europeu de Desenvolvimento Regional (FEDER) - REDE/1517/RMN/2005Wiley-BlackwellUniversidade do MinhoPiloto, Ana M.Soares, Ana M. S.Hungerford, GrahamCosta, Susana P. G.Gonçalves, M. Sameiro T.2011-07-272011-07-27T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/13096eng1434-193Xinfo: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:RCAAP2023-07-21T12:14:59Zoai:repositorium.sdum.uminho.pt:1822/13096Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:07:21.601142Repositório 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 Photolysis at long wavelengths of amino acid ester derivatives based on 4-methyl-6-methoxy-2-oxo-2H-naphtho[1,2-b]pyrans
title Photolysis at long wavelengths of amino acid ester derivatives based on 4-methyl-6-methoxy-2-oxo-2H-naphtho[1,2-b]pyrans
spellingShingle Photolysis at long wavelengths of amino acid ester derivatives based on 4-methyl-6-methoxy-2-oxo-2H-naphtho[1,2-b]pyrans
Piloto, Ana M.
Photocleavable protecting groups
Cage compounds
Photolysis
Benzocoumarins
Amino acids
title_short Photolysis at long wavelengths of amino acid ester derivatives based on 4-methyl-6-methoxy-2-oxo-2H-naphtho[1,2-b]pyrans
title_full Photolysis at long wavelengths of amino acid ester derivatives based on 4-methyl-6-methoxy-2-oxo-2H-naphtho[1,2-b]pyrans
title_fullStr Photolysis at long wavelengths of amino acid ester derivatives based on 4-methyl-6-methoxy-2-oxo-2H-naphtho[1,2-b]pyrans
title_full_unstemmed Photolysis at long wavelengths of amino acid ester derivatives based on 4-methyl-6-methoxy-2-oxo-2H-naphtho[1,2-b]pyrans
title_sort Photolysis at long wavelengths of amino acid ester derivatives based on 4-methyl-6-methoxy-2-oxo-2H-naphtho[1,2-b]pyrans
author Piloto, Ana M.
author_facet Piloto, Ana M.
Soares, Ana M. S.
Hungerford, Graham
Costa, Susana P. G.
Gonçalves, M. Sameiro T.
author_role author
author2 Soares, Ana M. S.
Hungerford, Graham
Costa, Susana P. G.
Gonçalves, M. Sameiro T.
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Piloto, Ana M.
Soares, Ana M. S.
Hungerford, Graham
Costa, Susana P. G.
Gonçalves, M. Sameiro T.
dc.subject.por.fl_str_mv Photocleavable protecting groups
Cage compounds
Photolysis
Benzocoumarins
Amino acids
topic Photocleavable protecting groups
Cage compounds
Photolysis
Benzocoumarins
Amino acids
description Ester derivatives of fused 4-methyl-6-methoxy-2-oxo-2H- naphtho[1,2-b]pyran, using valine and phenylalanine as model bifunctional molecules were synthesised, to assess its applicability as a photocleavable protecting group, for solution phase organic synthesis and in caging applications, at longer wavelengths. The behaviour of the corresponding derivatives towards photolysis was evaluated by irradiation in mixture of HEPES buffer and acetonitrile or methanol, in a photochemical reactor at 350 and 419 nm, followed by HPLC/UV monitoring. Time-resolved fluorescence measurements were used to elucidate the dynamics.
publishDate 2011
dc.date.none.fl_str_mv 2011-07-27
2011-07-27T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/1822/13096
url http://hdl.handle.net/1822/13096
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 1434-193X
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 Wiley-Blackwell
publisher.none.fl_str_mv Wiley-Blackwell
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
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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
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