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通过胆酸衍生物功能化的萘二酰亚胺的自组装形成超分子超螺旋。

Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives.

机构信息

Polymers and Functional Materials Division CSIR-Indian Institute of Chemical Technology, Hyderabad, 500007, Telangana, India.

Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India.

出版信息

Sci Rep. 2019 Sep 6;9(1):12825. doi: 10.1038/s41598-019-49235-5.

DOI:10.1038/s41598-019-49235-5
PMID:31492925
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6731272/
Abstract

The design of chiral chromophores that lead to self-assembly of higher order helical structures is a powerful tool to understand the hierarchical helical structures of molecules of nature. In this work, we present a self-assembled helical super-structure produced via facial stacking of a bile acid bolaamphiphile derivative with a naphthalene diimide core (NDI-DCA), driven by solvophobic effects in THF-HO solvent mixtures. The chirality of the helical microstructure is directed by the multiple chiral centres in the precursor molecule. The chirality of the hierarchical assemblies was observed using circular dichroism (CD), Scanning electron microscopy (SEM) and transmission electron microscopy (TEM) measurements. We propose that the NDI-DCA super-structures are formed via similar interactions and mechanisms to those observed in biological molecules such as proteins and DNA.

摘要

设计手性生色团以导致更高阶螺旋结构的自组装是理解自然界分子的分级螺旋结构的有力工具。在这项工作中,我们通过萘二酰亚胺核心(NDI-DCA)衍生物与胆酸双酰胺的面对面堆积,在 THF-HO 溶剂混合物中利用溶剂化效应,展示了一种自组装的螺旋超结构。螺旋微结构的手性由前体分子中的多个手性中心决定。使用圆二色性(CD)、扫描电子显微镜(SEM)和透射电子显微镜(TEM)测量观察到了分级组装体的手性。我们提出,NDI-DCA 超结构的形成是通过与在蛋白质和 DNA 等生物分子中观察到的类似相互作用和机制。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/14580f28e4b8/41598_2019_49235_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/bb86838bc83e/41598_2019_49235_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/47e9e91663be/41598_2019_49235_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/3de2f79eef4b/41598_2019_49235_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/c3ac492a89f6/41598_2019_49235_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/1148013820db/41598_2019_49235_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/14580f28e4b8/41598_2019_49235_Fig6_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/bb86838bc83e/41598_2019_49235_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/47e9e91663be/41598_2019_49235_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/3de2f79eef4b/41598_2019_49235_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/c3ac492a89f6/41598_2019_49235_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/1148013820db/41598_2019_49235_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ccc/6731272/14580f28e4b8/41598_2019_49235_Fig6_HTML.jpg

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