Functionalized BODIPY derivatives as potential fluorescent labels
Autor(a) principal: | |
---|---|
Data de Publicação: | 2018 |
Outros Autores: | , , |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/1822/57472 |
Resumo: | Labels can be attached to proteins, for example antibodies, which accumulate in specific organs for imaging in animals and human subjects. However, there is a growing realization that imaging events in cells and whole organisms by fluorescence is limited by the accessible probes. 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes tend to be strongly UV-absorbing small molecules that emit relatively sharp fluorescence peaks with high quantum yields. They are relatively insensitive to the polarity and pH of their environment and are reasonably stable to physiological conditions. Moreover, small modifications to their structures enable tuning of their fluorescence characteristics. Therefore, these dyes are widely used to label proteins and DNA, among others. Consequently, there is the potential that modifications to the BODIPY framework will lead to probes that can be used more effectively for imaging in living cells and whole organisms, but that it is still largely unrealized. Having in mind earlier studies, by other groups, and also the research developed recently by our group, we report in this work the synthesis and evaluation of the optical properties of BODIPY derivatives having in mind their potential application as novel fluorescent probes for the detection of a wide range of analytes, such as neutral molecules and ions, as well for bio-imaging in living cells. |
id |
RCAP_2c01ec52178f717f5f9f77b78f10dd45 |
---|---|
oai_identifier_str |
oai:repositorium.sdum.uminho.pt:1822/57472 |
network_acronym_str |
RCAP |
network_name_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository_id_str |
7160 |
spelling |
Functionalized BODIPY derivatives as potential fluorescent labelsSynthesisBODIPYChemosensorsFluorescencefluorescent probespyrroleLabellingCiências Naturais::Ciências QuímicasLabels can be attached to proteins, for example antibodies, which accumulate in specific organs for imaging in animals and human subjects. However, there is a growing realization that imaging events in cells and whole organisms by fluorescence is limited by the accessible probes. 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes tend to be strongly UV-absorbing small molecules that emit relatively sharp fluorescence peaks with high quantum yields. They are relatively insensitive to the polarity and pH of their environment and are reasonably stable to physiological conditions. Moreover, small modifications to their structures enable tuning of their fluorescence characteristics. Therefore, these dyes are widely used to label proteins and DNA, among others. Consequently, there is the potential that modifications to the BODIPY framework will lead to probes that can be used more effectively for imaging in living cells and whole organisms, but that it is still largely unrealized. Having in mind earlier studies, by other groups, and also the research developed recently by our group, we report in this work the synthesis and evaluation of the optical properties of BODIPY derivatives having in mind their potential application as novel fluorescent probes for the detection of a wide range of analytes, such as neutral molecules and ions, as well for bio-imaging in living cells.Thank are due to Fundação para a Ciência e Tecnologia (Portugal) and FEDER COMPETE for financial support through Centro de Química (UID/ QUI/0686/2016). The NMR spectrometer Bruker Avance III 400 is part of the National NMR Network and was purchased within the framework of the National Program for Scientific Re-equipment, contract REDE/1517/RMN/2005 with funds from POCI 2010 (FEDER) and FCT.info:eu-repo/semantics/publishedVersionMDPIUniversidade do MinhoGonçalves, R.Nogueira, M.Costa, Susana P. G.Raposo, M. Manuela M.20182018-01-01T00:00:00Zconference objectinfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/1822/57472engGonçalves, R.; Nogueira, M.; Costa, S. P. G.; Raposo, M. M. M.; Functionalized BODIPY derivatives as potential fluorescent labels. 22nd International Electronic Conference on Synthetic Organic Chemistry 1 a 30 de novembro de 2018, Sciforum Electronic Conferences Series, https://sciforum.net/paper/view/conference/5701https://sciforum.net/paper/view/conference/5701info: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:RCAAP2024-05-11T06:31:50Zoai:repositorium.sdum.uminho.pt:1822/57472Portal AgregadorONGhttps://www.rcaap.pt/oai/openairemluisa.alvim@gmail.comopendoar:71602024-05-11T06:31:50Repositório 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 |
Functionalized BODIPY derivatives as potential fluorescent labels |
title |
Functionalized BODIPY derivatives as potential fluorescent labels |
spellingShingle |
Functionalized BODIPY derivatives as potential fluorescent labels Gonçalves, R. Synthesis BODIPY Chemosensors Fluorescence fluorescent probes pyrrole Labelling Ciências Naturais::Ciências Químicas |
title_short |
Functionalized BODIPY derivatives as potential fluorescent labels |
title_full |
Functionalized BODIPY derivatives as potential fluorescent labels |
title_fullStr |
Functionalized BODIPY derivatives as potential fluorescent labels |
title_full_unstemmed |
Functionalized BODIPY derivatives as potential fluorescent labels |
title_sort |
Functionalized BODIPY derivatives as potential fluorescent labels |
author |
Gonçalves, R. |
author_facet |
Gonçalves, R. Nogueira, M. Costa, Susana P. G. Raposo, M. Manuela M. |
author_role |
author |
author2 |
Nogueira, M. Costa, Susana P. G. Raposo, M. Manuela M. |
author2_role |
author author author |
dc.contributor.none.fl_str_mv |
Universidade do Minho |
dc.contributor.author.fl_str_mv |
Gonçalves, R. Nogueira, M. Costa, Susana P. G. Raposo, M. Manuela M. |
dc.subject.por.fl_str_mv |
Synthesis BODIPY Chemosensors Fluorescence fluorescent probes pyrrole Labelling Ciências Naturais::Ciências Químicas |
topic |
Synthesis BODIPY Chemosensors Fluorescence fluorescent probes pyrrole Labelling Ciências Naturais::Ciências Químicas |
description |
Labels can be attached to proteins, for example antibodies, which accumulate in specific organs for imaging in animals and human subjects. However, there is a growing realization that imaging events in cells and whole organisms by fluorescence is limited by the accessible probes. 4,4-Difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes tend to be strongly UV-absorbing small molecules that emit relatively sharp fluorescence peaks with high quantum yields. They are relatively insensitive to the polarity and pH of their environment and are reasonably stable to physiological conditions. Moreover, small modifications to their structures enable tuning of their fluorescence characteristics. Therefore, these dyes are widely used to label proteins and DNA, among others. Consequently, there is the potential that modifications to the BODIPY framework will lead to probes that can be used more effectively for imaging in living cells and whole organisms, but that it is still largely unrealized. Having in mind earlier studies, by other groups, and also the research developed recently by our group, we report in this work the synthesis and evaluation of the optical properties of BODIPY derivatives having in mind their potential application as novel fluorescent probes for the detection of a wide range of analytes, such as neutral molecules and ions, as well for bio-imaging in living cells. |
publishDate |
2018 |
dc.date.none.fl_str_mv |
2018 2018-01-01T00:00:00Z |
dc.type.driver.fl_str_mv |
conference object |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/1822/57472 |
url |
http://hdl.handle.net/1822/57472 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Gonçalves, R.; Nogueira, M.; Costa, S. P. G.; Raposo, M. M. M.; Functionalized BODIPY derivatives as potential fluorescent labels. 22nd International Electronic Conference on Synthetic Organic Chemistry 1 a 30 de novembro de 2018, Sciforum Electronic Conferences Series, https://sciforum.net/paper/view/conference/5701 https://sciforum.net/paper/view/conference/5701 |
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: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 |
_version_ |
1817545003632689152 |