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Synthesis and conformational studies of pseudopeptides containing an unsymmetrical triazine scaffold
Author(s) -
Bourguet Erika,
Correia Isabelle,
Dorgeret Bertrand,
Chassaing Gerard,
Sicsic Sames,
Ongeri Sandrine
Publication year - 2008
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.944
Subject(s) - scaffold , triazine , chemistry , scaffold protein , solid phase synthesis , alkyl , combinatorial chemistry , stereochemistry , peptide , polymer chemistry , biochemistry , organic chemistry , biomedical engineering , engineering , signal transduction
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 β‐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 β‐sheet structure. Copyright © 2007 European Peptide Society and John Wiley & Sons, Ltd.