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meso-Dimethylaminonaphthyl-BODIPY Derivatives as Bioimaging Probes to Monitor I...

Gonçalves, Raquel C. R.; Pinto, Sónia C.S.; Teixeira, Filipe; Belmonte-Reche, Efres; da Silva, Milene Costa; Gallo, Juan; Costa, Susana P. G.

Fluorescence-based probes are a powerful tool for monitoring living systems in real time with spatiotemporal precision. 3-Difluoroborodipyrromethene (BODIPY) derivatives are widely used as bioimaging probes due to their excellent photophysical properties, high quantum yields, and chemical stability. In this context, we report two BODIPY-based fluorescent probes for visualizing lysosomes and lipid droplets as we...


Synthesis, photophysical and spectroscopic characterization of amphiphilic D-A-...

Boland, Mathilde; Pinto, Sónia; Gomes-da-Silva, Lígia C.; Pina, João; Costa, Susana P. G.; Raposo, M. Manuela M.

Two positively charged amphiphilic benzothiadiazole derivatives with a Donor-Acceptor-π spacer-Acceptor structure (D-A-π-A) were developed, based on a methoxy-phenyl-benzothiadiazole model compound, by adopting methoxy-phenyl as the electron donor and 2,1,3-benzothiadiazole and 2,3-dimethylbenzothiazol-3-ium or 2,3-dimethylnaphtothiazol-3-ium iodide as combined electron acceptors. The aim of the study was to in...


Push-pull fluorophores based on NHS esters of bithiophene for labelling of biom...

Barros, Mariana; Arroyo, Pau; Sáez, Jose A.; Gil, Salvador; Parra, Margarita; Costa, Susana P. G.; Raposo, M. Manuela M.; Gaviña, Pablo

Fluorescent labelling is a versatile tool to visualize biomolecules containing primary amines in their cellular environment, allowing the study of their function or interactions. Here, three organic fluorophores that can irreversibly bind to the primary amine group on the target biomolecule are reported. They consist of push-pull heterocyclic dyes based on bithiophene and incorporating a terminal N-hydroxysucci...


Quinoline-based hydrazones for biocide detection: Machine learning-aided design...

Sousa, Rui Pedro Carvalho Lima; Teixeira, Filipe; Costa, Susana P. G.; Figueira, Rita Bacelar; Raposo, M. Manuela M.

Antifouling compounds are used as paint components to mitigate biofouling on ships and submerged structures. One of the most known and used antifouling compounds is tributyltin (TBT). However, TBT is toxic to aquatic living beings, causing problems such as reduction of growth and imposex. The development of a TBT chemosensor could be of utter relevance in the building of an in-situ TBT monitoring device. Theref...


Quantum rate electrodynamics and resonant junction electronics of heterocyclic ...

Pinzón Nieto, Edgar Fabian; Lopes, Laís Cristine; Santos, Adriano dos; Raposo, M. Manuela M.; Bueno, Paulo Roberto

The quantum rate theory provides a framework to understand electron-transfer reactions by correlating the electron-transfer rate constant () with the quantum capacitance () and the molecular conductance (). This theory, which is rooted in relativistic quantum electrodynamics, predicts a fundamental frequency = ∕ℎ for electron-transfer reactions, where is the energy associated with the density of states ∕2. This...


Designing Antitrypanosomal and Antileishmanial BODIPY Derivatives: A Computatio...

Gonçalves, Raquel C. R.; Teixeira, Filipe; Peñalver, Pablo; Costa, Susana P. G.; Morales, Juan C.; Raposo, M. Manuela M.

Leishmaniasis and Human African trypanosomiasis pose significant public health threats in resource-limited regions, accentuated by the drawbacks of the current antiprotozoal treatments and the lack of approved vaccines. Considering the demand for novel therapeutic drugs, a series of BODIPY derivatives with several functionalizations at the meso, 2 and/or 6 positions of the core were synthesized and characterize...


Dabcyl as a naked eye colorimetric chemosensor for palladium detection in aqueo...

Martins, Cátia D. F.; Raposo, M. Manuela M.; Costa, Susana P. G.

Industrial activity has raised significant concerns regarding the widespread pollution caused by metal ions, contaminating ecosystems and causing adverse effects on human health. Therefore, the development of sensors for selective and sensitive detection of these analytes is extremely important. In this regard, an azo dye, Dabcyl 2, was synthesised and investigated for sensing metal ions with environmental and ...


New amino acid-based thiosemicarbazones and hydrazones: synthesis and evaluatio...

Esteves, Cátia I. C.; Raposo, M. Manuela M.; Costa, Susana P. G.

A series of new phenylalanine derivatives bearing thiosemicarbazone and hydrazone units at the side chain were synthesised and evaluated as fluorimetric chemosensors for ions. They were tested for the recognition of organic and inorganic anions, (such as AcO-, F-, Cl-, Br-, I-, ClO4-, CN-, NO3-, BzO-, OH-, H2PO4- and HSO4-) and of alkaline, alkaline-earth, and transition metal cations, (such as Na+, K+, Cs+, Ag...


Novel crown ether amino acids as fluorescent reporters for metal ions

Batista, Patrícia M.R.; Martins, Cátia D.F.; Raposo, M. Manuela M.; Costa, Susana P. G.

Unnatural amino acids with enhanced properties, such as increased complexing ability and luminescence, are considered to be highly attractive building blocks for bioinspired frameworks, such as probes for biomolecule dynamics, sensitive fluorescent chemosensors, and peptides for molecular imaging, among others. Therefore, a novel series of highly emissive heterocyclic alanines bearing a benzo[d]oxazolyl unit fu...


Chromo-fluorogenic detection of cyanide ion with a cyanine probe

Martins, Cátia D. F.; Raposo, M. Manuela M.; Costa, Susana P. G.

Due to the extreme toxicity of cyanide in biological systems and its widespread presence in the environment, great efforts have been focused on developing sensitive and selective methods for cyanide detection. In this regard, a sulfo-cyanine dye 1 was evaluated as a colorimetric and fluorimetric probe for various anions. Chemosensing studies revealed that this compound exhib-ited remarkable selectivity and sens...


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