Institute of Chemistry, Eötvös Loránd University, 1117 Budapest, Pázmány Péter sétány 1/a, Hungary.
J Pept Sci. 2010 Nov;16(11):613-20. doi: 10.1002/psc.1272.
The increasing interest in peptidomimetics of biological relevance prompted us to synthesize a series of cyclic peptides comprising trans-2-aminocyclohexane carboxylic acid (Achc) or trans-2-aminocyclopentane carboxylic acid (Acpc). NMR experiments in combination with MD calculations were performed to investigate the three-dimensional structure of the cyclic peptides. These data were compared to the conformational information obtained by electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) spectroscopy. Experimental VCD spectra were compared to theoretical VCD spectra computed quantum chemically at B3LYP/6-31G(d) density functional theory (DFT) level. The good agreement between the structural features derived from the VCD spectra and the NMR-based structures underlines the applicability of VCD in studying the conformation of small cyclic peptides.
对具有生物相关性的肽模拟物的兴趣日益浓厚，促使我们合成了一系列包含反式-2-氨基环己烷羧酸（Achc）或反式-2-氨基环戊烷羧酸（Acpc）的环状肽。进行了 NMR 实验和 MD 计算，以研究环状肽的三维结构。将这些数据与通过电子圆二色性（ECD）和振动圆二色性（VCD）光谱获得的构象信息进行了比较。实验 VCD 光谱与在 B3LYP/6-31G(d)密度泛函理论（DFT）水平上量子化学计算得到的理论 VCD 光谱进行了比较。从 VCD 光谱中得出的结构特征与基于 NMR 的结构之间的良好一致性，强调了 VCD 在研究小环状肽构象中的适用性。
