title: Silaproline helical mimetics selectively form an all-trans PPII helix.
abstract: The polyproline II helix (PPII) is increasingly recognized as an important element in peptide and protein structures. The discovery of pertinent PPII peptidomimetics is of great interest to tune physical properties of the targeted structure. A series of silaproline oligomers from dimer to pentamer were synthesized. CD studies, NMR spectroscopy and molecular modeling revealed that the ribbon preferentially populates the polyproline type II secondary structure in both [D]chloroform and [D4 ]MeOH. The characteristics of this new lipophilic PPII-like helix were determined.
authors.affiliation: Institut des Biomolécules Max Mousseron, UMR 5247, CNRS-UM2-UM1-ENSCM, Place Eugène Bataillon, CC1703, 34095 Montpellier (France).
authors.forename: Charlotte
authors.initials: C
authors.lastname: Martin
authors.forename: Baptiste
authors.initials: B
authors.lastname: Legrand
authors.forename: Aurélien
authors.initials: A
authors.lastname: Lebrun
authors.forename: Dorothée
authors.initials: D
authors.lastname: Berthomieu
authors.forename: Jean
authors.initials: J
authors.lastname: Martinez
authors.forename: Florine
authors.initials: F
authors.lastname: Cavelier
mesh_terms: D040761:Biomimetic Materials / Q000737:chemistry; D002942:Circular Dichroism; D008958:Models, Molecular; D017646:Organosilicon Compounds / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry*; D011392:Proline / Q000031:analogs & derivatives* / Q000737:chemistry; D017433:Protein Structure, Secondary
chemical_list: D017646:Organosilicon Compounds; D010455:Peptides; C455420:silaproline; C011083:polyproline; D011392:Proline
keywords: NMR spectroscopy; helix; molecular modeling; peptidomimetics; silaproline