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由L-苯丙氨酸衍生物和非手性联吡啶共同组装而成的意外右手螺旋纳米结构。

Unexpected right-handed helical nanostructures co-assembled from l-phenylalanine derivatives and achiral bipyridines.

作者信息

Liu Guofeng, Liu Jinying, Feng Chuanliang, Zhao Yanli

机构信息

State Key Lab of Metal Matrix Composites , School of Materials Science and Engineering , Shanghai Jiao Tong University , 800 Dongchuan Road , Shanghai , 200240 , China . Email:

Division of Chemistry and Biological Chemistry , School of Physical and Mathematical Sciences , Nanyang Technological University , 21 Nanyang Link , 637371 , Singapore . Email:

出版信息

Chem Sci. 2017 Mar 1;8(3):1769-1775. doi: 10.1039/c6sc04808k. Epub 2017 Jan 4.

Abstract

The construction of chiral supramolecular systems with desirable handedness is of great importance in materials science, chemistry, and biology since chiral nanostructures exhibit fascinating photophysical properties and unique biological effects. Herein, we report that achiral bipyridines can co-assemble with l-phenylalanine derivatives into unexpected right-handed helical nanostructures rather than a left-handed helix intermolecular hydrogen bonding interactions formed between the pyridyl and carboxylic groups. This study opens up a route to develop chiral nanostructures with desirable handedness the co-assembly of simple molecular building blocks and provides a straightforward insight into the chirality control of nanostructures in supramolecular systems.

摘要

构建具有理想手性的手性超分子体系在材料科学、化学和生物学中具有重要意义,因为手性纳米结构展现出迷人的光物理性质和独特的生物学效应。在此,我们报道非手性联吡啶可以与L-苯丙氨酸衍生物通过吡啶基和羧基之间形成的分子间氢键相互作用,共同组装成意想不到的右手螺旋纳米结构,而非左手螺旋结构。这项研究开辟了一条通过简单分子构建块的共同组装来开发具有理想手性的手性纳米结构的途径,并为超分子体系中纳米结构的手性控制提供了直接的见解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1d8f/5933425/b3cd8d5f34ad/c6sc04808k-f1.jpg

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