dc.contributor | Jarbas Magalhaes Resende | |
dc.contributor | Roberto Kopke Salinas | |
dc.contributor | Daniel Moreira dos Santos | |
dc.contributor | Adolfo Henrique de Moraes Silva | |
dc.creator | Marco Aurélio Wust | |
dc.date.accessioned | 2019-08-10T13:28:13Z | |
dc.date.accessioned | 2022-10-03T23:12:46Z | |
dc.date.available | 2019-08-10T13:28:13Z | |
dc.date.available | 2022-10-03T23:12:46Z | |
dc.date.created | 2019-08-10T13:28:13Z | |
dc.date.issued | 2017-02-24 | |
dc.identifier | http://hdl.handle.net/1843/SFSA-AL5N7W | |
dc.identifier.uri | http://repositorioslatinoamericanos.uchile.cl/handle/2250/3818715 | |
dc.description.abstract | In this work, structural modifications of the glycosylated derivative of PS-2, [pOAcGlc-trz-A14]PS-2, are investigated and compared in detailed by using circular dichroism (CD) and nuclear magnetic resonance (NMR). Firstly, glucopyranosyl-triazole-peptide [pOAcGlc-trz-A14]PS-2 was performed employing a Fmoc strategy of solid phase synthesis associated with copper (I)-catalyzed azide alkyne cycloaddition reaction. The product was then purified and characterized by high performance liquid chromatography (HPLC) and mass spectrometry (MS). The conformational preferences of [pOAcGlc-trz-A14]PS-2 were investigated by CD in different environment and conditions, such as in the presence of phospholipid vesicles, micelles and in mixtures with different TFE:H2O ratios. The obtained results indicated high degrees of helical structure in the membrane media commonly used for NMR experiments. Thus, NMR spectra were obtained for the compound in TFE-d2: H2O (60:40) and in the presence of DPC-d38 micelles (400 mmol.L-1). The respective correlations were assigned and the information obtained from these analyses were converted into geometric restrictions for structural calculations. Comparative analyses between the obtained three-dimensional structures and the ones of PS-2 in TFE-d2: H2O (60:40), already report in the literature, between the calculated structures of [pOAcGlc-trz-A14]PS-2 in the different environment were performed. The obtained results point to more pronounced differences in the C-terminal portion, in which different orientations of the glycosidic group of the glucopyranosyl-triazole-peptide in the different environment analyzed and aromatic stacking interactions between the H-18 and F-19 residues are observed. | |
dc.publisher | Universidade Federal de Minas Gerais | |
dc.publisher | UFMG | |
dc.rights | Acesso Aberto | |
dc.subject | modificação estrutural | |
dc.subject | Peptídeos antimicrobianos | |
dc.subject | PS-2 | |
dc.subject | Glicopiranosil-triazol-peptídeo e [pOAcGlc-trz-A14]PS-2 | |
dc.subject | síntese em fase sólida | |
dc.title | Estudos estruturais por RMN do glicopiranosil-triazol-peptídeo [pOAcGlc-trz-A14]PS-2 em meios miméticos de membrana | |
dc.type | Dissertação de Mestrado | |