Ana Piloto - Academia.edu (original) (raw)
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Papers by Ana Piloto
Tetrahedron, 2006
Four carboxylic fused furans are presented as new fluorescent labels for the amino and hydroxyl f... more Four carboxylic fused furans are presented as new fluorescent labels for the amino and hydroxyl functions of organic molecules. Various representative l-amino acids were chosen as models, labelled at their N-terminus and also at their side-chain. Fluorescent derivatives were obtained in high yields, and their absorption and emission properties were studied.
A fluorescent naphtofuran was synthetized from benzopyran by alcaline ring contraction and couple... more A fluorescent naphtofuran was synthetized from benzopyran by alcaline ring contraction and coupled to the -amine group of various amino acids, in order to evaluate its applicability as a fluorescent marker for biomolecules. Fluorescence data was collected for all derivatives.
![Research paper thumbnail of Photorelease of amino acids from novel thioxobenzo[ f ]benzopyran ester conjugates](https://attachments.academia-assets.com/50120715/thumbnails/1.jpg)
](Amino Acids
Aiming at the enhancement of the performance of (9-methoxy-3-oxo-3H-benzo[f]benzopyran-1-yl) meth... more Aiming at the enhancement of the performance of (9-methoxy-3-oxo-3H-benzo[f]benzopyran-1-yl) methyl ester as photocleavable protecting group for the carboxylic acid function at long-wavelengths, 9-methoxy-3-thioxo-3H-benzo[f]benzopyran-l-valine and l-phenylalanine model conjugates were prepared through a thionation reaction of the corresponding oxo-benzobenzopyrans. These thioxobenzobenzopyran derivatives were subjected to photocleavage reactions in the same conditions as the parent oxo-benzobenzopyrans at different wavelengths of irradiation, and photocleavage data were obtained. It was found that the exchange of the carbonyl by a thiocarbonyl group enhanced the performance of the heterocyclic protecting group at 419 nm by improving the photolysis rates, making it an appropriate group for practical applications at long wavelengths.
![Research paper thumbnail of A naphtho[2,1- b]furan as a new fluorescent label: synthesis and spectral characterisation](https://attachments.academia-assets.com/50120714/thumbnails/1.jpg)
](Tetrahedron Letters, 2005
A fluorescent naphthofuran was synthesised from an oxobenzopyran by alkaline ring contraction and... more A fluorescent naphthofuran was synthesised from an oxobenzopyran by alkaline ring contraction and coupled with various l-amino acids at their N-terminus or at side-chain functional groups, in order to evaluate its applicability as a fluorescent label for biomolecules and in peptide synthesis. Fluorescence data were collected for all derivatives, which were found to be moderately fluorescent and having moderate to good fluorescence quantum yields.
Tetrahedron, 2006
The properties of three oxobenzo[f]benzopyrans as new fluorogenic photolabile protecting groups f... more The properties of three oxobenzo[f]benzopyrans as new fluorogenic photolabile protecting groups for the carboxylic function of amino acids were studied. Fluorescent amino acid conjugates were efficiently prepared and characterised. Photodeprotection of these compounds was carried out by irradiation at 300, 350 and 419 nm, the most suitable wavelength being 350 nm, on account of short irradiation times and good deprotection yields.
![Research paper thumbnail of A naphtho[2,1-b]furan as a new fluorescent label: synthesis and spectral characterisation](https://attachments.academia-assets.com/31483276/thumbnails/1.jpg)
](A fluorescent naphthofuran was synthesised from an oxobenzopyran by alkaline ring contraction and... more A fluorescent naphthofuran was synthesised from an oxobenzopyran by alkaline ring contraction and coupled with various L L-amino acids at their N-terminus or at side-chain functional groups, in order to evaluate its applicability as a fluorescent label for biomolecules and in peptide synthesis. Fluorescence data were collected for all derivatives, which were found to be moderately fluorescent and having moderate to good fluorescence quantum yields.
Tetrahedron, 2006
Four carboxylic fused furans are presented as new fluorescent labels for the amino and hydroxyl f... more Four carboxylic fused furans are presented as new fluorescent labels for the amino and hydroxyl functions of organic molecules. Various representative l-amino acids were chosen as models, labelled at their N-terminus and also at their side-chain. Fluorescent derivatives were obtained in high yields, and their absorption and emission properties were studied.
A fluorescent naphtofuran was synthetized from benzopyran by alcaline ring contraction and couple... more A fluorescent naphtofuran was synthetized from benzopyran by alcaline ring contraction and coupled to the -amine group of various amino acids, in order to evaluate its applicability as a fluorescent marker for biomolecules. Fluorescence data was collected for all derivatives.
Amino Acids
Aiming at the enhancement of the performance of (9-methoxy-3-oxo-3H-benzo[f]benzopyran-1-yl) meth... more Aiming at the enhancement of the performance of (9-methoxy-3-oxo-3H-benzo[f]benzopyran-1-yl) methyl ester as photocleavable protecting group for the carboxylic acid function at long-wavelengths, 9-methoxy-3-thioxo-3H-benzo[f]benzopyran-l-valine and l-phenylalanine model conjugates were prepared through a thionation reaction of the corresponding oxo-benzobenzopyrans. These thioxobenzobenzopyran derivatives were subjected to photocleavage reactions in the same conditions as the parent oxo-benzobenzopyrans at different wavelengths of irradiation, and photocleavage data were obtained. It was found that the exchange of the carbonyl by a thiocarbonyl group enhanced the performance of the heterocyclic protecting group at 419 nm by improving the photolysis rates, making it an appropriate group for practical applications at long wavelengths.
Tetrahedron Letters, 2005
A fluorescent naphthofuran was synthesised from an oxobenzopyran by alkaline ring contraction and... more A fluorescent naphthofuran was synthesised from an oxobenzopyran by alkaline ring contraction and coupled with various l-amino acids at their N-terminus or at side-chain functional groups, in order to evaluate its applicability as a fluorescent label for biomolecules and in peptide synthesis. Fluorescence data were collected for all derivatives, which were found to be moderately fluorescent and having moderate to good fluorescence quantum yields.
Tetrahedron, 2006
The properties of three oxobenzo[f]benzopyrans as new fluorogenic photolabile protecting groups f... more The properties of three oxobenzo[f]benzopyrans as new fluorogenic photolabile protecting groups for the carboxylic function of amino acids were studied. Fluorescent amino acid conjugates were efficiently prepared and characterised. Photodeprotection of these compounds was carried out by irradiation at 300, 350 and 419 nm, the most suitable wavelength being 350 nm, on account of short irradiation times and good deprotection yields.
A fluorescent naphthofuran was synthesised from an oxobenzopyran by alkaline ring contraction and... more A fluorescent naphthofuran was synthesised from an oxobenzopyran by alkaline ring contraction and coupled with various L L-amino acids at their N-terminus or at side-chain functional groups, in order to evaluate its applicability as a fluorescent label for biomolecules and in peptide synthesis. Fluorescence data were collected for all derivatives, which were found to be moderately fluorescent and having moderate to good fluorescence quantum yields.