1456883-48-9Relevant academic research and scientific papers
Conformational behavior of 1:1 [α/α-Hydrazino]mer, 1:1 [α/Aza-β3-amino]mer and 1:1 [Aza-β3-amino/ α]mer series: Three series of foldamers
Acherar, Samir,Salauen, Arnaud,Le Grel, Philippe,Le Grel, Barbara,Jamart-Gregoire, Brigitte
, p. 5603 - 5613 (2013/09/12)
Analysis of 1H NMR spectroscopic data allowed us to assign the secondary structure of three new series of mixed foldamers. 1:1 [α/aza-β3-amino]mers, 1:1 [aza-β3-amino/ α]mers and 1:1 [α/α-hydrazino]mers are self-organized in solution by a hydrogen bond network of alternating a γ-turn and a hydrazinoturn. Nevertheless, owing to the donor and acceptor H-bond characters of the amidic NH, 1:1 [α/α-hydrazino]mers can exist as an equilibrium between pseudospiranic and hydrazinoturn conformations. We describe the synthesis of 1:1 [α/α-hydrazino]mer, 1:1 [α/aza- β3-amino]mer and 1:1 [aza-β3-amino/α]mer series and analyze their 1H NMR spectroscopic data to understand their conformational behavior. This study shows that all series are self-organized as γ-turn and hydrazinoturns. For 1:1 [α/α- hydrazino]mers the sp3 Nα allowed an equilibrium between this conformation and a pseudospiranic one. Copyright
