Membrane active peptides with unnatural amino acids: permeation studies in model membranes

Comunicação em painel P60 no 2nd Symposium on Medicinal Chemistry, Braga, Portugal, 8 Maio 2015It 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 encapsulated fluorescent probe (6-carboxyfluorescein). The obtained results revealed a correlation between the length and bulk of the side chain of the unnatural α,α-dialkylglycines and the ability of the corresponding peptide to permeate the model membranes.Fundação para a Ciência e Tecnologia(Portugal) and FEDER-COMPETE for financial support through project PTDC/QUI-BIQ/118389/2010 (FCOMP- 01-0124-FEDER-020906) and PEst-C/QUI/UI0686/2013 (F-COMP-01-0124-FEDER-037302). The NMR spectrometer Bruker Avance III 400 is part of the National NMR Network and was purchased with fund s from FCT and FEDER