Project/scholarship details
- Project/scholarship ID
69607
- Reference
PTDC/QUI/69607/2006
- FundRef URI
- Funder
FCT - Fundação para a Ciência e a Tecnologia, I.P.
- Funder's country
Portugal
- Funding program
5876-PPCDTI
- Funding amount
97,000.00 €
- Start date
2008-01-01
- End date
2011-03-31
Documents
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...
Phototriggering of neuroactive amino acids from 5,6-benzocoumarinyl conjugates
Fernandes, Maria José G.; Costa, Susana P. G.; Gonçalves, M. Sameiro T.Uncaging of several neuroactive amino acids, namely β-alanine, tyrosine, 3,4-dihydroxyphenylalanine (DOPA) and glutamic acid from the corresponding 5,6-benzocoumarinyl conjugates was carried out by irradiation at different wavelengths and in different solvent systems. The release of the various amino acids was faster in ACN/HEPES buffer mixtures and for the tyrosine conjugate, an increase in the photolysis reac...
A phenacyl ester derivative bearing a benzoquinolone as a model for photocleava...
Fonseca, Andrea Susana Cabral da; Gonçalves, M. Sameiro T.; Costa, Susana P. G.The use of light of appropriate wavelength for the efficient breaking of bonds is very appealing for solid phase peptide synthesis (SPPS) where the substrate is bound to a polymeric matrix, usually through a linker that can be cleaved by light in the very last step of the sequence, in order to liberate the desired product [1]. Additionally, photocleavable protecting groups can be used in the intermediate coupli...
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 ...
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...
Fluorescent photolabile protecting groups based on O and N heterocycles
Cerqueira, Ana Margarida Loureiro PilotoTese de doutoramento em Ciências (área de especialização em Química); The choice of specific protecting groups remains of crucial importance in the success of many steps of organic synthesis and manipulation of polyfunctional molecules, since they prevent the formation of undesired side products and reactions. The use of light of appropriate wavelength can liberate in a spatial and temporal controlled release, ...
Photolabile protection for amino acids: studies on the release from novel benzo...
Fonseca, Andrea Susana Cabral da; Soares, Ana M. S.; Gonçalves, M. Sameiro T.; Costa, Susana P. G.The synthesis of a novel fused nitrogen heterocycle, benzoquinolone, for evaluation as a photocleavable protecting group is described for the first time, by coupling to model amino acids (alanine, phenylalanine and glutamic acid). Conversion of the phenylalanine ester conjugate to the thionated derivative was accomplished by reaction with Lawesson’s reagent. Photocleavage studies of the carbonyl and thiocarbony...
Phototriggers for light-controlled activation and release applications
Costa, Susana P. G.Comunicação oral convidada IOC4 no XXV Encontro Nacional de Sociedade Portuguesa de Química, Lisboa, Portugal, 16-19 de Julho de 2017.; Photochemical activation and/or release is an important strategy in areas like chemistry, biology, medicine and materials science, through the use of photosensitive moieties. The release and distribution of the target species, with biological, analytical and biomedical relevanc...
N-Pyrenylmethoxycarbonyl phototriggers for the release of serotonin, tryptamine...
Fernandes, Maria José G.; Gonçalves, M. Sameiro T.; Costa, Susana P. G.An evaluation of the pyrenylmethoxycarbonyl group as a photolabile protecting group for the amino function, using neuroactive amines and amino acids as models, was carried out. 1-Hydroxymethylpyrene was reacted with serotonin and tryptamine and their corresponding amino acid precursors, L-5-hydroxytrypthophan and L-trypthophan, in the presence of N,N′-carbonyldiimidazole as carbonylating agent. Photolysis studi...
Plant extracts: isolation, characterization and nanoencapsulation
Araújo, Rita L.; Castanheira, Elisabete M. S.; Fortes, A. Gil; Gonçalves, M. Sameiro T.[Excerpt] Essential oils are volatile, natural, complex mixtures characterized by a strong odour and are formed by aromatic plants as secondary metabolites. Known for their antiseptic, i.e. bactericidal, virucidal and fungicidal, medicinal properties and their fragrance, they are used in embalmment, preservation of foods and as antimicrobial, analgesic, sedative, anti-inflammatory, spasmolytic and locally anest...
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