Politecnico di Milano, Dipartimento di Chimica, Materiali ed Ingegneria Chimica 'Giulio Natta', Italy.
J Org Chem. 2011 Feb 4;76(3):833-9. doi: 10.1021/jo1019927. Epub 2011 Jan 11.
The synthesis of a novel Phe-Ala dipeptide mimic, built up on a diazaspirocyclic lactam core, is presented. This new scaffold was evaluated for conformational mimicry of reverse turn by combining molecular modeling, IR, NMR, and X-ray diffraction experiments. All these tools agree on the presence of a strong intramolecular hydrogen bond, thus demonstrating the ability of this spiro compound to act as a type II' β-turn inducer.
本文介绍了一种新型的苯丙氨酸-丙氨酸二肽类似物的合成,该类似物构建在一个氮杂螺环内酰胺核心上。通过结合分子建模、红外、核磁共振和 X 射线衍射实验,评估了这个新支架对反向转弯的构象模拟能力。所有这些工具都证明了这种螺环化合物能够作为一种 II'β-转角诱导物,存在强烈的分子内氢键。