Synthesis and conformational studies of pseudopeptides containing an unsymmetrical triazine scaffold.
Solid-phase synthesis and conformational studies of two pseudopeptides constituted by a triazine scaffold bound to two peptidic arms are described. In this paper, a new scaffold based on unsymmetrical triamino 1,3,5-triazine bearing two alkyl chains has been designed, assisted by molecular modelling, as a mimic of the backbone of the i + 1 and i + 2 residues of a beta-turn. The results confirm the ability of the triazine scaffold to induce extended conformations of the peptidic strands and point out that this scaffold is a good candidate as a template to induce anti-parallel beta-sheet structure.
Bourguet
Erika
E
Université Paris-Sud XI, BioCIS UMR-CNRS 8076, Molécules Fluorées et Chimie Médicinale, IFR 141, Faculté de Pharmacie, Châtenay-Malabry Cedex, France.
Correia
Isabelle
I
Dorgeret
Bertrand
B
Chassaing
Gerard
G
Sicsic
Sames
S
Ongeri
Sandrine
S
D000595:Amino Acid Sequence; D040761:Biomimetic Materials / Q000138:chemical synthesis / Q000737:chemistry; D006860:Hydrogen Bonding; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry*; D011487:Protein Conformation; D017433:Protein Structure, Secondary; D017434:Protein Structure, Tertiary; D014227:Triazines / Q000138:chemical synthesis / Q000737:chemistry
D007202:Indicators and Reagents; D009842:Oligopeptides; D014227:Triazines