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手性超分子:在一类新型螺旋冠醚纳米管中发现的构象驱动的手性镜像超分子手性异构体。

Chiromers: conformation-driven mirror-image supramolecular chirality isomerism identified in a new class of helical rosette nanotubes.

机构信息

Department of Chemistry, University of Alberta, Edmonton, Alberta, Canada.

出版信息

Nanoscale. 2014 Aug 21;6(16):9421-7. doi: 10.1039/c4nr00340c. Epub 2014 Apr 28.

DOI:10.1039/c4nr00340c
PMID:24770905
Abstract

Rosette nanotubes are biologically inspired nanostructures, formed through the hierarchical organization of a hybrid DNA base analogue (G∧C), which features hydrogen-bonding arrays of guanine and cytosine. Several twin-G∧C motifs functionalized with chiral moieties, which undergo a self-assembly process under methanolic and aqueous conditions to produce helical rosette nanotubes (RNTs), were synthesized and characterized. The built-in molecular chirality in the twin-G∧C building blocks led to the supramolecular chirality exhibited by the RNTs, as evidenced by the CD activity. Depending on the motifs and environmental conditions, mirror-image supramolecular chirality due to absolute molecular chirality, solvent-induced and structure-dependent supramolecular chirality inversion, and pH-controlled chiroptical switching were observed.

摘要

蔷薇纳米管是受生物启发的纳米结构,通过杂交 DNA 碱基类似物(G∧C)的分级组织形成,其特征是具有氢键阵列的鸟嘌呤和胞嘧啶。几个双 G∧C 基序用手性部分功能化,在手性部分的作用下,在甲醇和水条件下进行自组装过程,产生螺旋蔷薇纳米管(RNTs),然后对其进行合成和表征。双 G∧C 构建块中的内置分子手性导致 RNTs 表现出超分子手性,这可以通过 CD 活性来证明。根据基序和环境条件,可以观察到由于绝对分子手性、溶剂诱导和结构依赖性超分子手性反转以及 pH 控制的手性开关而导致的镜像超分子手性。

相似文献

1
Chiromers: conformation-driven mirror-image supramolecular chirality isomerism identified in a new class of helical rosette nanotubes.手性超分子:在一类新型螺旋冠醚纳米管中发现的构象驱动的手性镜像超分子手性异构体。
Nanoscale. 2014 Aug 21;6(16):9421-7. doi: 10.1039/c4nr00340c. Epub 2014 Apr 28.
2
Molecular basis for water-promoted supramolecular chirality inversion in helical rosette nanotubes.螺旋玫瑰状纳米管中水分子促进超分子手性反转的分子基础
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Selection of carbon nanotubes with specific chiralities using helical assemblies of flavin mononucleotide.利用黄素单核苷酸的螺旋组装体选择具有特定手性的碳纳米管。
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RGD-tagged helical rosette nanotubes aggravate acute lipopolysaccharide-induced lung inflammation.RGD 标记的螺旋蔷薇状纳米管加重急性脂多糖诱导的肺炎症。
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Hierarchical Self-Assembly of Histidine-Functionalized Peptide Amphiphiles into Supramolecular Chiral Nanostructures.组氨酸功能化肽两亲物的分级自组装成超分子手性纳米结构。
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Docking of chiral molecules on twisted and helical nanotubes: nanomechanical control of catalysis.手性分子在扭曲和螺旋纳米管上的对接:催化作用的纳米机械控制
Nano Lett. 2006 Sep;6(9):1918-21. doi: 10.1021/nl0610073.

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