title: Turning Peptide Sequences into Ribbon Foldamers by a Straightforward Multicyclization Reaction.
abstract: The conformational control of molecular scaffolds allows the display of functional groups in defined spatial arrangement. This is of considerable interest for developing fundamental and applied systems in both the fields of biology and material sciences. Peptides afford a large diversity of functional groups, and peptide synthetic routes are very attractive and accessible. However, most short peptides do not possess well-defined secondary structures. Herein, we developed a simple strategy for converting peptide sequences into structured γ-lactam-containing oligomers while keeping the amino acids side chain diversity. We showed the propensity of these molecules to adopt ribbon-like secondary structures. The periodic distribution of the functional groups on both sides of the ribbon plane is encoded by the initial peptide sequence.
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-Université Montpellier-ENSCM, Bâtiment E, Faculté de Pharmacie, 34093 Montpellier cedex 5 (France) http://www.ibmm.univ-montp1.fr.
authors.forename: Vincent
authors.initials: V
authors.lastname: Martin
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-Université Montpellier-ENSCM, Bâtiment E, Faculté de Pharmacie, 34093 Montpellier cedex 5 (France) http://www.ibmm.univ-montp1.fr.
authors.forename: Baptiste
authors.initials: B
authors.lastname: Legrand
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-Université Montpellier-ENSCM, Bâtiment E, Faculté de Pharmacie, 34093 Montpellier cedex 5 (France) http://www.ibmm.univ-montp1.fr.
authors.forename: Lubomir L
authors.initials: LL
authors.lastname: Vezenkov
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-Université Montpellier-ENSCM, Bâtiment E, Faculté de Pharmacie, 34093 Montpellier cedex 5 (France) http://www.ibmm.univ-montp1.fr.
authors.forename: Mathéo
authors.initials: M
authors.lastname: Berthet
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-Université Montpellier-ENSCM, Bâtiment E, Faculté de Pharmacie, 34093 Montpellier cedex 5 (France) http://www.ibmm.univ-montp1.fr.
authors.forename: Gilles
authors.initials: G
authors.lastname: Subra
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-Université Montpellier-ENSCM, Bâtiment E, Faculté de Pharmacie, 34093 Montpellier cedex 5 (France) http://www.ibmm.univ-montp1.fr.
authors.forename: Monique
authors.initials: M
authors.lastname: Calmès
authors.affiliation: LC2 - UMR 5221 CNRS, Université de Montpellier, Place Eugène Bataillon, 34095 Montpellier (France).
authors.forename: Jean-Louis
authors.initials: JL
authors.lastname: Bantignies
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-Université Montpellier-ENSCM, Bâtiment E, Faculté de Pharmacie, 34093 Montpellier cedex 5 (France) http://www.ibmm.univ-montp1.fr.
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.affiliation: Institut des Biomolécules Max Mousseron (IBMM), UMR 5247 CNRS-Université Montpellier-ENSCM, Bâtiment E, Faculté de Pharmacie, 34093 Montpellier cedex 5 (France) http://www.ibmm.univ-montp1.fr. muriel.amblard@univ-montp1.fr.
authors.forename: Muriel
authors.initials: M
authors.lastname: Amblard
mesh_terms: D003500:Cyclization; D007769:Lactams / Q000737:chemistry; D010455:Peptides / Q000737:chemistry*; D017510:Protein Folding; D017433:Protein Structure, Secondary; D020539:Sequence Analysis, Protein
chemical_list: D007769:Lactams; D010455:Peptides
keywords: foldamers; multicyclization; ribbon-like structure; solid supported synthesis; α-amino-γ-lactams