Université de Bordeaux, CBMN (UMR 5248), Institut Européen de Chimie Biologie , 2 rue Escarpit, 33600 Pessac, France.
Org Lett. 2014 May 2;16(9):2326-9. doi: 10.1021/ol500512f. Epub 2014 Apr 14.
We have recently introduced aromatic oligoamide β-sheet foldamers based on rigid turn units and short linear strands that undergo intramolecular π-π stacking (Sebaoun, L.; Maurizot, V.; Granier, T.; Kauffmann, B.; Huc, I. J. Am. Chem. Soc. 2014, 136, 2168). We now report that conformational stability in these structures can be reached using less rigid turn units and more extensive π-π interactions between longer linear strands. For this study, two-stranded sheets of variable length were prepared. Their conformation was assessed in solution by (1)H NMR and in the solid state by X-ray crystallography.
我们最近引入了基于刚性转角单元和短线性链段的芳香寡酰胺β-折叠构象体,这些构象体发生分子内π-π堆积(Sebaoun,L.;Maurizot,V.;Granier,T.;Kauffmann,B.;Huc,I. J. Am. Chem. Soc. 2014, 136, 2168)。我们现在报告,在这些结构中,可以使用不太刚性的转角单元和更长线性链段之间更广泛的π-π相互作用来达到构象稳定性。在这项研究中,制备了可变长度的双链片。通过(1)H NMR 在溶液中以及通过 X 射线晶体学在固态中评估它们的构象。