Dissipative formation of a transient foldaxane with a fuel-like thread

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2025-02-15 DOI:10.1039/d4qo02092h
Cheng Feng, Shouzhe Zhu, Shuang Yang, Feifei Xing, Xiang Wang
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Abstract

Transient assemblies generated by fuel consumption biomacromolecules are essential for biological processes. Although artificial transient assemblies have been investitigated extensively in recent years, molecules mimicking secondary structures of biomacromolecules have been rarely exploited to construct fuel driving transient systems. Herein, we reported a transient foldaxane system using a double helical aromatic oligoamide. The aromatic oligoamide adopts a mixture of parallel and antiparallel conformation in solution, whilst the presence of a molecular thread drives the conversion of parallel double helix to antiparallel double helix and the formation of foldaxane between antiparallel double helix and the thread. 4-Methylpiperidine can cleave the thread to regenerate free parallel and antiparallel double helix. The formation of foldaxane can be fueled with this thread for upto three cycles. These results open up a possibility to introduce dissipative behavior into abiotic quaternary structures to generate life-like dynamic systems.
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瞬态折叠烷与类燃料线的耗散形成
燃料消耗生物大分子产生的瞬态组装对生物过程至关重要。尽管近年来对人工瞬态组装进行了广泛的研究,但很少有人利用模仿生物大分子二级结构的分子来构建燃料驱动瞬态系统。在此,我们报告了一种使用双螺旋芳香寡酰胺的瞬态折叠烷系统。芳香族低聚酰胺在溶液中呈现平行和反平行的混合构象,而分子线的存在促使平行双螺旋转化为反平行双螺旋,并在反平行双螺旋和分子线之间形成折叠烷。4 甲基哌啶可以裂解该分子线,重新生成自由的平行和反平行双螺旋。这种螺纹可促进折叠烷的形成达三个周期。这些结果为在非生物四元结构中引入耗散行为以产生类似生命的动态系统提供了可能。
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来源期刊
Organic Chemistry Frontiers
Organic Chemistry Frontiers CHEMISTRY, ORGANIC-
CiteScore
7.90
自引率
11.10%
发文量
686
审稿时长
1 months
期刊介绍: Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
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Correction: AI molecular catalysis: where are we now? Silver-Catalyzed Tandem Cyclization of Sulfur Ylides with Terminal Alkynes: Direct Synthesis of Vinylcyclopropanes A Macrocyclic Chalcogen Bonding Catalysis System Successive energy-transfer catalytic dearomative reactions of quinolines with bicyclo[1.1.0]butanes for the synthesis of pyridine-fused 3D complicated molecules Back cover
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