通过异手性D-脯氨酸-L-脯氨酸二肽模板构建成3-10螺旋结构的新型环肽的合成与构象研究。

Synthesis and conformational studies of novel cyclic peptides constrained into a 3 10 helical structure by a heterochiral D-pro-L-pro dipeptide template.

作者信息

Rao I Nageshwara, Boruah Anima, Kumar S Kiran, Kunwar A C, Devi A Sivalakshmi, Vyas K, Ravikumar Krishnan, Iqbal Javed

机构信息

Dr. Reddy's Laboratories, Discovery Research, Bollaram Road, Miyapur, Hyderabad 500 050, India.

出版信息

J Org Chem. 2004 Mar 19;69(6):2181-4. doi: 10.1021/jo030282w.

DOI:10.1021/jo030282w

PMID:15058968

Abstract

An acyclic tripeptide based on a heterochiral D-pro-L-pro template shows a propensity to exist as a 3(10) helical conformation and can be cyclized, via ring-closing metathesis, to the corresponding cyclic tetrapeptides without disrupting the helical conformations in CDCl(3) as well as in DMSO-d(6) solutions. The detailed conformational studies were carried out by using NMR spectroscopy, X-ray crystallography, molecular dynamic simulations, and circular dichroism spectroscopy.

摘要

一种基于杂手性D-脯氨酸-L-脯氨酸模板的非环三肽倾向于以3(10)螺旋构象存在，并且可以通过闭环复分解反应环化成为相应的环四肽，而不会破坏在CDCl₃以及DMSO-d₆溶液中的螺旋构象。通过使用核磁共振光谱、X射线晶体学、分子动力学模拟和圆二色光谱进行了详细的构象研究。