Andreini Manuel, Taillefumier Claude, Chrétien Françoise, Thery Vincent, Chapleur Yves
Groupe SUCRES, Nancy Université UMR 7565, Nancy 1-CNRS, BP 70239, F-54506, Nancy-Vandoeuvre, France.
J Org Chem. 2009 Oct 16;74(20):7651-9. doi: 10.1021/jo900966b.
The synthesis and solution conformation of homo-oligomers of beta-aminoacids, beta-N-mannofuranosyl-3-ulosonic acids, have been studied by NMR, MD simulation, and circular dichroism. These oligomers feature a spirocyclic disubstitution and a N,O-acetal functionality at the beta-carbon of the backbone, an unprecedented situation in the realm of beta-peptides. Our study shows that tetramer 10 and hexamer 11 adopt a characteristic secondary structure. In the hexamer 11, NMR investigations coupled with MD simulations suggest the preference for a double C(8) turn forming conformation.
通过核磁共振（NMR）、分子动力学（MD）模拟和圆二色性研究了β-氨基酸、β-N-甘露呋喃糖基-3-酮糖酸的同型寡聚物的合成及溶液构象。这些寡聚物在主链的β-碳上具有螺环二取代和N,O-缩醛官能团，这在β-肽领域是前所未有的情况。我们的研究表明，四聚体10和六聚体11呈现出一种特征性的二级结构。在六聚体11中，NMR研究与MD模拟相结合表明其倾向于形成双C(8)转角构象。
