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Title: Effect of Solvent Choice on the Self-Assembly Properties of a Diphenylalanine Amphiphile Stabilized by an Ion Pair
Author: Mayans, Enric
Ballano, Gema
Sendros, Javier
Bardia, Ma. Mercedes
Campos, J. Lourdes
Puiggalí, Jordi
Cativiela, Carlos
Alemán, Carlos
Keywords: Fibres
Síntesi de pèptids
Peptide synthesis
Issue Date: 4-Apr-2017
Publisher: Wiley-VCH
Abstract: A diphenylalanine (FF) amphiphile blocked at the C terminus with a benzyl ester (OBzl) and stabilized at the N terminus with a trifluoroacetate (TFA) anion was synthetized and characterized. Aggregation of peptide molecules was studied by considering a peptide solution in an organic solvent and adding pure water, a KCl solution, or another organic solvent as co-solvent. The choice of the organic solvent and co-solvent and the solvent/ co-solvent ratio allowed the mixture to be tuned by modulating the polarity, the ionic strength, and the peptide concentration. Differences in the properties of the media used to dissolve the peptides resulted in the formation of different self-assembled microstructures (e.g. fibers, branched-like structures, plates, and spherulites). Furthermore, crystals of TFA·FFOBzl were obtained from the aqueous peptide solutions for Xray diffraction analysis. The results revealed a hydrophilic core constituted by carboxylate (from TFA), ester, and amide groups, and the core was found to be surrounded by a hydrophobic crown with ten aromatic rings. This segregated organization explains the assemblies observed in the different solvent mixtures as a function of the environmental polarity, ionic strength, and peptide
Note: Versió postprint del document publicat a:
It is part of: Chemphyschem, 2017, vol. 18, num. 14, p. 1888-1896
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ISSN: 1439-4235
Appears in Collections:Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada)

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