Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) Cation
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Publication Date: | 2015 |
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Format: | Article |
Language: | eng |
Source: | Journal of the Brazilian Chemical Society (Online) |
Download full: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532015000501048 |
Summary: | Ferric ion (Fe(III)) is a biologically and environmentally relevant cation so that its analysis in environmental and biological samples is often required. Borodiazaindacenes (BODIPYs) are known for their good photophysical properties; however, there are few BODIPY-based Fe(III) sensors reported. Herein, we show the characterisation of two BODIPY dyes whose fluorescence emission is diminished by such cation. Both "turn-off" probes, a catecholyl-substituted BODIPY and a pyridyl-substituted BODIPY, were synthetically obtained and an initial screening showed a relatively good specificity for Fe(III) when compared to other cations. Catecholyl-substituted BODIPY was more sensitive to Fe(III), however, with a pH-dependent analytical performance and low brightness. On the other hand, pyridyl-substituted BODIPY was very bright and its analytical performance was apparently pH-independent, however, it was less sensitive to the analyte. In conclusion, we show herein the obtainment and characterisation of two probes with promising analytical value in the analysis of Fe(III). |
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Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) CationBODIPYiron probeferric ionpH sensorfluorescence quenchingturn-off sensorFerric ion (Fe(III)) is a biologically and environmentally relevant cation so that its analysis in environmental and biological samples is often required. Borodiazaindacenes (BODIPYs) are known for their good photophysical properties; however, there are few BODIPY-based Fe(III) sensors reported. Herein, we show the characterisation of two BODIPY dyes whose fluorescence emission is diminished by such cation. Both "turn-off" probes, a catecholyl-substituted BODIPY and a pyridyl-substituted BODIPY, were synthetically obtained and an initial screening showed a relatively good specificity for Fe(III) when compared to other cations. Catecholyl-substituted BODIPY was more sensitive to Fe(III), however, with a pH-dependent analytical performance and low brightness. On the other hand, pyridyl-substituted BODIPY was very bright and its analytical performance was apparently pH-independent, however, it was less sensitive to the analyte. In conclusion, we show herein the obtainment and characterisation of two probes with promising analytical value in the analysis of Fe(III).Sociedade Brasileira de Química2015-05-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532015000501048Journal of the Brazilian Chemical Society v.26 n.5 2015reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0103-5053.20150054info:eu-repo/semantics/openAccessRezende,Lucas C. D.Emery,Flavio S.eng2015-10-26T00:00:00Zoai:scielo:S0103-50532015000501048Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2015-10-26T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) Cation |
title |
Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) Cation |
spellingShingle |
Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) Cation Rezende,Lucas C. D. BODIPY iron probe ferric ion pH sensor fluorescence quenching turn-off sensor |
title_short |
Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) Cation |
title_full |
Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) Cation |
title_fullStr |
Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) Cation |
title_full_unstemmed |
Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) Cation |
title_sort |
Fluorescence Quenching of Two meso-Substituted Tetramethyl BODIPY Dyes by Fe(III) Cation |
author |
Rezende,Lucas C. D. |
author_facet |
Rezende,Lucas C. D. Emery,Flavio S. |
author_role |
author |
author2 |
Emery,Flavio S. |
author2_role |
author |
dc.contributor.author.fl_str_mv |
Rezende,Lucas C. D. Emery,Flavio S. |
dc.subject.por.fl_str_mv |
BODIPY iron probe ferric ion pH sensor fluorescence quenching turn-off sensor |
topic |
BODIPY iron probe ferric ion pH sensor fluorescence quenching turn-off sensor |
description |
Ferric ion (Fe(III)) is a biologically and environmentally relevant cation so that its analysis in environmental and biological samples is often required. Borodiazaindacenes (BODIPYs) are known for their good photophysical properties; however, there are few BODIPY-based Fe(III) sensors reported. Herein, we show the characterisation of two BODIPY dyes whose fluorescence emission is diminished by such cation. Both "turn-off" probes, a catecholyl-substituted BODIPY and a pyridyl-substituted BODIPY, were synthetically obtained and an initial screening showed a relatively good specificity for Fe(III) when compared to other cations. Catecholyl-substituted BODIPY was more sensitive to Fe(III), however, with a pH-dependent analytical performance and low brightness. On the other hand, pyridyl-substituted BODIPY was very bright and its analytical performance was apparently pH-independent, however, it was less sensitive to the analyte. In conclusion, we show herein the obtainment and characterisation of two probes with promising analytical value in the analysis of Fe(III). |
publishDate |
2015 |
dc.date.none.fl_str_mv |
2015-05-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532015000501048 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532015000501048 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.5935/0103-5053.20150054 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.26 n.5 2015 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
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1750318177345077248 |