Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids : synthesis and photophysical characterization

Detalhes bibliográficos
Autor(a) principal: Esteves, Cátia I. C.
Data de Publicação: 2009
Outros Autores: Silva, Ana M. F., Raposo, M. Manuela M., Costa, Susana P. G.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/1822/10649
Resumo: A family of new asparagine derivatives bearing benzothiazole and benzimidazole units, functionalised with electron donor or acceptor groups, were synthesized in good to excellent yields. The photophysical characterization of these new heterocyclic amino acids was performed by UV-visible absorption and fluorescence emission studies and revealed that the compounds displayed remarkably high fluorescence quantum yields and Stokes’ shifts, making them good candidates for application as fluorescent probes by incorporation into peptidic frameworks.
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spelling Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids : synthesis and photophysical characterizationAsparagineUnnatural amino acidsBenzothiazoleFluorescent probesSolvatochromismBenzimidazoleScience & TechnologyA family of new asparagine derivatives bearing benzothiazole and benzimidazole units, functionalised with electron donor or acceptor groups, were synthesized in good to excellent yields. The photophysical characterization of these new heterocyclic amino acids was performed by UV-visible absorption and fluorescence emission studies and revealed that the compounds displayed remarkably high fluorescence quantum yields and Stokes’ shifts, making them good candidates for application as fluorescent probes by incorporation into peptidic frameworks.Fundação para a Ciência e a Tecnologia (FCT)ElsevierUniversidade do MinhoEsteves, Cátia I. C.Silva, Ana M. F.Raposo, M. Manuela M.Costa, Susana P. G.2009-09-102009-09-10T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/10649eng"Terahedron". ISSN 0040-4039. 65:45 (Sept. 2009) 9373-9377.0040-403910.1016/j.tet.2009.08.086info: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:RCAAP2024-05-11T04:38:31Zoai:repositorium.sdum.uminho.pt:1822/10649Portal AgregadorONGhttps://www.rcaap.pt/oai/openairemluisa.alvim@gmail.comopendoar:71602024-05-11T04:38:31Repositório 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 Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids : synthesis and photophysical characterization
title Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids : synthesis and photophysical characterization
spellingShingle Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids : synthesis and photophysical characterization
Esteves, Cátia I. C.
Asparagine
Unnatural amino acids
Benzothiazole
Fluorescent probes
Solvatochromism
Benzimidazole
Science & Technology
title_short Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids : synthesis and photophysical characterization
title_full Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids : synthesis and photophysical characterization
title_fullStr Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids : synthesis and photophysical characterization
title_full_unstemmed Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids : synthesis and photophysical characterization
title_sort Unnatural benz-X-azolyl asparagine derivatives as novel fluorescent amino acids : synthesis and photophysical characterization
author Esteves, Cátia I. C.
author_facet Esteves, Cátia I. C.
Silva, Ana M. F.
Raposo, M. Manuela M.
Costa, Susana P. G.
author_role author
author2 Silva, Ana M. F.
Raposo, M. Manuela M.
Costa, Susana P. G.
author2_role author
author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Esteves, Cátia I. C.
Silva, Ana M. F.
Raposo, M. Manuela M.
Costa, Susana P. G.
dc.subject.por.fl_str_mv Asparagine
Unnatural amino acids
Benzothiazole
Fluorescent probes
Solvatochromism
Benzimidazole
Science & Technology
topic Asparagine
Unnatural amino acids
Benzothiazole
Fluorescent probes
Solvatochromism
Benzimidazole
Science & Technology
description A family of new asparagine derivatives bearing benzothiazole and benzimidazole units, functionalised with electron donor or acceptor groups, were synthesized in good to excellent yields. The photophysical characterization of these new heterocyclic amino acids was performed by UV-visible absorption and fluorescence emission studies and revealed that the compounds displayed remarkably high fluorescence quantum yields and Stokes’ shifts, making them good candidates for application as fluorescent probes by incorporation into peptidic frameworks.
publishDate 2009
dc.date.none.fl_str_mv 2009-09-10
2009-09-10T00:00:00Z
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/1822/10649
url http://hdl.handle.net/1822/10649
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv "Terahedron". ISSN 0040-4039. 65:45 (Sept. 2009) 9373-9377.
0040-4039
10.1016/j.tet.2009.08.086
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 Elsevier
publisher.none.fl_str_mv Elsevier
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 mluisa.alvim@gmail.com
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