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通过烷基链连接的两个喹啉寡酰胺折叠体之间的距离依赖性手性通讯

Distance-Dependent Chiral Communication between Two Quinoline Oligoamide Foldamers Connected by Alkyl Chains.

作者信息

Zheng Lu, Guo Shengzhu, Wang Chu, Wang Yanru, Fan Yanqing, Chen Xuebo, Zhang Kun, Jiang Hua

机构信息

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, P. R. China.

International Healthcare Innovation Institute (Jiangmen), Jiangmen, 529040, P. R. China.

出版信息

Chempluschem. 2021 Feb;86(2):340-346. doi: 10.1002/cplu.202000824.

DOI:10.1002/cplu.202000824
PMID:33624952
Abstract

A series of macrocycles that contain two quinoline oligoamide foldamers (QOFs) using various length of alkyl chains as linkers (2, 3, 6, 8 or 12 hydrocarbons) were synthesized. The two QOFs interact with each other through the linkers and the intramolecular helix chiral communications between the two QOFs were studied by H NMR spectroscopy and crystal structures. Investigations show that the intensity of the intramolecular helix chiral communications between the two QOFs is dependent on the length of the linkers, and the interaction between the two QOFs increases with decreasing length of the linkers. When the length of the linkers decreased to C2 linkers, only one conformer is present in solution. Moreover, increasing the length of the foldamers would enhance the intramolecular helix chiral communication if the linkers are short, indicating that the length of the foldamers also has significant impact on intramolecular helix chiral communication.

摘要

合成了一系列大环化合物,其包含两个喹啉寡酰胺折叠体(QOFs),使用不同长度的烷基链作为连接基(2、3、6、8或12个碳氢化合物)。两个QOFs通过连接基相互作用,并通过核磁共振氢谱(¹H NMR)和晶体结构研究了两个QOFs之间的分子内螺旋手性通讯。研究表明,两个QOFs之间分子内螺旋手性通讯的强度取决于连接基的长度,并且两个QOFs之间的相互作用随着连接基长度的减小而增加。当连接基长度减小到C2连接基时,溶液中仅存在一种构象体。此外,如果连接基较短,增加折叠体的长度会增强分子内螺旋手性通讯,这表明折叠体的长度对分子内螺旋手性通讯也有显著影响。

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