Project/scholarship details


  • Funder

    FCT - Fundação para a Ciência e a Tecnologia, I.P.

  • Funder's country

    Portugal

  • Funding program

    5876-PPCDTI

  • Funding amount

    99,330.00 €

  • Start date

    2012-03-01

  • End date

    2015-08-31

Documents


Optimizations studies on the microwave assisted synthesis of antimicrobial Pept...

Castro, Vânia I. B.; Carvalho, Carina Martins; Fernandes, Rui D. V.; Aguiam, Nádia; Costa, Susana P. G.; Pereira-Lima, Sílvia M. M. A.

We present a systematic study on the best conditions to achieve the microwave-assisted solid phase peptide synthesis of a selected peptaibol, namely the pentapeptide Peptaibolin (Ac-Leu-Aib-Leu-Aib-Phol), by using several resins and different coupling and cleavage conditions aiming at a future synthesis of mimetics of larger members of the peptaibol family bearing bulkier unnatural α,α-dialkylglycines.


Solid phase microwave assisted synthesis of Peptaibolin mimetics bearing α,α-di...

Castro, Vânia I. B.; Carvalho, Carina Martins; Fernandes, Rui D. V.; Costa, Susana P. G.; Pereira-Lima, Sílvia M. M. A.

Comunicação em painel PC82.; We report our research on the synthesis of the shortest Peptaibol, Peptaibolin (Ac-Leu-Aib-Leu-Aib-Phol) and several mimetics incorporating unnatural α,α-dialkylglycines at the Aib positions, using microwave-assisted solid phase peptide synthesis performed on a CEM discover SPS device.


NMR and IR conformational studies of the influence of bulky C-tetrasubstituted ...

Carvalho, Carina Martins; Castro, Vânia I. B.; Costa, Susana P. G.; Pereira-Lima, Sílvia M. M. A.

Comunicação em painel PC139.; We report the conformational studies on a model peptide, Peptaibolin (Ac-Leu-Aib-Leu-Aib-Phol) and its mimetics incorporating unnatural α,α-dialkylglycines bearing longer and bulkier side chains in order to gain insight about the conformational preferences resulting from substitution of the native Aib residues. An Ala analogue was studied as a control in the conformational study. T...


Analysis of permeation of model membranes by Peptaibolin mimetics by fluorescen...

Carvalho, Carina Martins; Castro, Vânia I. B.; Lima, Sílvia M. M. A. Pereira; Costa, Susana P. G.

Comunicação em painel P3; The membrane permeabilization ability of a model peptaibol and several mimetics incorporating unnatural α,α- dialkylglycines were studied by fluorescence spectroscopy. The model membranes (egg phosphatidylcholine/cholesterol, 70:30) contained a fluorescent probe encapsulated. By addition of peptides at different peptide to lipid ratios, it was possible to follow the release of the enca...


Membrane active peptides with unnatural amino acids: permeation studies in mode...

Carvalho, Carina Martins; Castro, Vânia Isabel Baptista; Pereira-Lima, Sílvia M. M. A.; Castanheira, Elisabete M. S.; Costa, Susana P. G.

Comunicação em painel P60 no 2nd Symposium on Medicinal Chemistry, Braga, Portugal, 8 Maio 2015; It is reported the membrane permeation studies of Peptaibolin and several mimetics incorporating unnatural α,α-dialkylglycines (Deg, Dpg, Ac6c) with model membranes (egg phosphatidylcholine/cholesterol, in different ratios). The permeation activity was monitored by fluorescence spectroscopy, following release of an ...


Peptide-induced permeation of model membranes by antimicrobial peptidomimetics

Carvalho, Carina Martins; Castro, Vânia I. B.; Pereira-Lima, Sílvia M. M. A.; Costa, Susana P. G.; Castanheira, Elisabete M. S.

In the present communication, a set of Peptaibolin and several peptidomimetics incorporating unnatural α,α-dialkylglycines (Deg, Dpg, Ac6c) were studied for their ability to interact and permeate model membranes from phosphatidylcholine/cholesterol, in different ratios. The permeation activity was monitored by fluorescence spectroscopy, following the release of encapsulated 6-carboxyfluorescein.; Fundação para ...


Permeation of model membranes by Peptaibolin mimetics bearing different α,α-dia...

Carvalho, Carina Martins; Castro, Vânia Isabel Baptista; Pereira-Lima, Sílvia M. M. A.; Castanheira, Elisabete M. S.; Costa, Susana P. G.

Comunicação oral OC19 no XV EPI- Iberian Peptide Meeting, Porto, Portugal, 10-12 Fevereiro 2016.; It is reported the membrane permeation studies of a model peptide, Peptaibolin (Ac-Leu-Aib-Leu-Aib-Phol), which is the shortest member of the peptaibols family, and several mimetics incorporating unnatural α,α- dialkylglycines (Deg, Dpg, Ac6c) at the native Aib positions. The model membranes were based on small uni...


Peptaibolin analogues by incorporation of α,α-dialkylglycines: synthesis and st...

Castro, Vânia I. B.; Carvalho, Carina Martins; Fernandes, Rui D. V.; Pereira-Lima, Sílvia M. M. A.; Castanheira, Elisabete M. S.; Costa, Susana P. G.

Analogues of Peptaibolin, a peptaibol with antibiotic activity, incorporating α,α-dialkylglycines (Deg, Dpg, and Ac6c) at selected positions were synthesised by MW-SPPS and fully characterized. A control analogue incorporating L-alanine was also prepared. The native peptide and the analogues were studied by fluorescence spectroscopy for their membrane permeating activity. Small unilamellar vesicles (SUVs) of eg...

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