Development and Biological Assessment of Fully Water-Soluble Helical Aromatic Amide Foldamers

Authors

  • Elizabeth R. Gillies Dr.,

    1. Université Bordeaux 1 – CNRS UMR5248, Institut Européen de Chimie et Biologie, 2 rue Robert Escarpit, 33607 Pessac, France, Fax: (+33) 540-002-215
    2. Current address: Departments of Chemistry and Chemical and Biochemical Engineering, The University of Western Ontario, London N6A 5B7, Canada
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  • Frédérique Deiss,

    1. Université Bordeaux 1 – CNRS UMR5248, Institut Européen de Chimie et Biologie, 2 rue Robert Escarpit, 33607 Pessac, France, Fax: (+33) 540-002-215
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  • Cathy Staedel Dr.,

    1. Université Bordeaux Victor Segalen 2, INSERM U869, 146 rue Léo Saignat, 33076 Bordeaux, France
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  • Jean-Marie Schmitter Prof.,

    1. Université Bordeaux 1 – CNRS UMR5248, Institut Européen de Chimie et Biologie, 2 rue Robert Escarpit, 33607 Pessac, France, Fax: (+33) 540-002-215
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  • Ivan Huc Dr.

    1. Université Bordeaux 1 – CNRS UMR5248, Institut Européen de Chimie et Biologie, 2 rue Robert Escarpit, 33607 Pessac, France, Fax: (+33) 540-002-215
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  • This work was supported by the European Commission (Marie Curie Postdoctoral Fellowship to E.R.G.) and by the Conseil Régional d'Aquitaine. We thank Katell Bathany for mass spectroscopy data.

Abstract

original image

Abiotic but bioactive: Folding aromatic amide oligomers possessing helical structures very different from those of α-peptides, β-peptides, or peptoids nevertheless show comparable abilities to penetrate into cells, as well as low toxicity and complete resistance to protease degradation. TFA=trifluoroacetate.

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