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The Canonical Helix of Urea Oligomers at Atomic Resolution: Insights Into Folding-Induced Axial Organization

Authors

  • Lucile Fischer Dr.,

    1. CNRS, Institut de Biologie Moléculaire et Cellulaire, Laboratoire d'Immunologie et Chimie Thérapeutiques, 15 rue René Descartes, 67000 Strasbourg (France)
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  • Paul Claudon,

    1. CNRS, Institut de Biologie Moléculaire et Cellulaire, Laboratoire d'Immunologie et Chimie Thérapeutiques, 15 rue René Descartes, 67000 Strasbourg (France)
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  • Nagendar Pendem Dr.,

    1. CNRS, Institut de Biologie Moléculaire et Cellulaire, Laboratoire d'Immunologie et Chimie Thérapeutiques, 15 rue René Descartes, 67000 Strasbourg (France)
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  • Emeric Miclet Dr.,

    1. Université Pierre et Marie Curie-Paris 6, UMR 7613, Paris (France); Case courrier 45, 4, place Jussieu, 75005 Paris (France)
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  • Claude Didierjean Dr.,

    1. CRM2, UMR-CNRS 7036, Groupe Biocristallographie, Université Henri Poincaré, BP 239, 54506 Vandœuvre (France)
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  • Eric Ennifar Dr.,

    1. Architecture et Réactivité de l'ARN, Université de Strasbourg, CNRS, IBMC, 15 rue René Descartes, 67084 Strasbourg, (France)
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  • Gilles Guichard Dr.

    1. CNRS, Institut de Biologie Moléculaire et Cellulaire, Laboratoire d'Immunologie et Chimie Thérapeutiques, 15 rue René Descartes, 67000 Strasbourg (France)
    2. Present address: Institut Européen de Chimie et Biologie, Université de Bordeaux - CNRS UMR 5248, 2 rue R. Escarpit, 33607 Pessac (France)
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  • This research was supported by the CNRS, ImmuPharma France and by an ANR grant (NT05-4-42848). Fellowships from the Université de Strasbourg (N.P.) and ImmuPharma France (P.C.) are gratefully acknowledged.

Abstract

original image

Helical by nature: Urea-based peptidomimetics with proteinogenic side chains are fully helical in the crystalline state (see picture). Four acyclic residues are sufficient to drive complete helix formation with all complementary H-bonding sites being satisfied (up to 14 for a 8-mer). Helices pack head-to-tail to create infinite H-bonded networks with different topologies.

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