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Acridinyl methyl esters as photoactive precursors in the release of neurotransm...
Piloto, Ana M.; Hungerford, Graham; Costa, Susana P. G.; Gonçalves, M. Sameiro T.An investigation of the use of an azaheterocycle, acridine, as an alternative photochemically removable protecting group for the carboxylic function of neurotransmitter amino acids was carried out. 9-Bromomethylacridine was used in the reaction with glycine, alanine, glutamic acid, β-alanine and γ-aminobutyric acid, to obtain model ester derivatives, which were irradiated at different wavelengths in a photochem...
Photorelease of amino acids from novel thioxobenzo[f]benzopyran ester conjugates
Piloto, Ana M.; Soares, Ana M. S.; Costa, Susana P. G.; Gonçalves, M. Sameiro T.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 ...
Photolysis at long wavelengths of amino acid ester derivatives based on 4-methy...
Piloto, Ana M.; Soares, Ana M. S.; Hungerford, Graham; Costa, Susana P. G.; Gonçalves, M. Sameiro T.Ester derivatives of fused 4-methyl-6-methoxy-2-oxo-2H- naphtho[1,2-b]pyran, using valine and phenylalanine as model bifunctional molecules were synthesised, to assess its applicability as a photocleavable protecting group, for solution phase organic synthesis and in caging applications, at longer wavelengths. The behaviour of the corresponding derivatives towards photolysis was evaluated by irradiation in mixt...
Grupos protectores fotocliváveis para aminoácidos e péptidos
Piloto, Ana M.Tese de mestrado em Química, especialização em Ensino. ; O objectivo primário deste trabalho consistiu na síntese de novos derivados de heterociclos de oxigénio, os ácidos nafto[2,1-b]furan-1-il etanóicos e os 1-clorometil-3- oxo-3H-benzo[f]benzopiranos e na sua aplicação a aminoácidos como modelos representativos de biomoléculas. Por reacção de acoplamento entre os ésteres metílicos de aminoácidos α e os ácid...
Synthesis and spectral characterization of a fluorescent marker
Piloto, Ana M.; Costa, Susana P. G.; Gonçalves, M. Sameiro T.A fluorescent naphtofuran was synthetized from benzopyran by alcaline ring contraction and coupled to the α-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.
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