R. Delatouche, M. Durini, M. Civera
Aug 11, 2010
Citations
0
Influential Citations
12
Citations
Journal
Tetrahedron Letters
Abstract
Abstract The synthesis of two oligomers, of a bifunctional diketopiperazine scaffold DKP-1 , formally derived from the cyclization of l -aspartic acid and ( S )-2,3-diaminopropionic acid, is reported. A trimeric and a tetrameric structure were prepared by solution-phase peptide synthesis (Boc strategy). Conformational analysis of these derivatives was carried out by a combination of 1 H NMR spectroscopy, CD spectroscopy, and molecular modeling, and revealed the formation of β-bend ribbon involving 10-membered H-bonded rings and a reverse turn of the growing peptide chain.