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Issue 35, 2016
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From bulk to plasmonic nanoparticle surfaces: the behavior of two potent therapeutic peptides, octreotide and pasireotide

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Abstract

Octreotide and pasireotide are two cyclic somatostatin analogues with an important clinical use in the treatment and diagnosis of neuroendocrine tumors. Herein, by the combined use of several techniques (UV-visible absorption, fluorescence, circular dichroism, ζ-potential, transmission electron microscopy, Raman scattering, surface-enhanced Raman scattering, and quantum mechanical calculations) we have followed the structural dynamics of these analogues in the bulk, as well as their binding sites on plasmonic (gold and silver) colloids. In contrast to the previously derived conclusions, the two peptides seem to possess completely different conformational features. Octreotide, a cyclic octapeptide, is formed by a moderately flexible type-II′ β-turn maintained by a deformable disulfide linkage. Pasireotide, in which the cyclic character is made possible by peptide bonds, manifests a rigid backbone formed by two oppositely placed tight turns of different types, i.e. γ-turn and type-I β-turn. Owing to their cationic character, both analogues induce aggregation of negatively charged gold and silver colloids. Nevertheless, despite their notable structural differences, both peptides bind onto gold nanoparticles through their unique D-Trp residue. In contrast, their binding to silver colloids seems to be of electrostatic nature, as formed through monodentate or bidentate ionic pairs.

Graphical abstract: From bulk to plasmonic nanoparticle surfaces: the behavior of two potent therapeutic peptides, octreotide and pasireotide

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Publication details

The article was received on 23 Jun 2016, accepted on 01 Aug 2016 and first published on 03 Aug 2016


Article type: Paper
DOI: 10.1039/C6CP04421B
Citation: Phys. Chem. Chem. Phys., 2016,18, 24437-24450
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    From bulk to plasmonic nanoparticle surfaces: the behavior of two potent therapeutic peptides, octreotide and pasireotide

    B. Hernández, E. López-Tobar, S. Sanchez-Cortes, Y. Coïc, B. Baron, A. Chenal, S. G. Kruglik, F. Pflüger, R. Cohen and M. Ghomi, Phys. Chem. Chem. Phys., 2016, 18, 24437
    DOI: 10.1039/C6CP04421B

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