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含有四硫富瓦烯单元的电活性折叠体：从高度稳定的单螺旋结构到氧化还原触发的双链形成

Electroactive Foldamers Endowed with Tetrathiafulvalene Units: From Highly Stable Single Helical Structures to Redox-Triggered Duplex Formation.

作者信息

Azar Soussana, Aidibi Youssef, Faour Lara, Hardoin Louis, Elizabeth Killalea C, Voltz Marie, Goeb Sébastien, Allain Magali, Freuze Ingrid, Levillain Eric, Gautier Christelle, Sallé Marc, Canevet David

机构信息

Univ Angers, CNRS, MOLTECH-Anjou, SFR MATRIX, Angers, F-49000, France.

出版信息

Chem Asian J. 2025 Oct;20(19):e00723. doi: 10.1002/asia.202500723. Epub 2025 Aug 13.

DOI:10.1002/asia.202500723
PMID:40802882
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12498192/
Abstract

Preparing new smart receptors and materials through controlling foldamer assemblies constitutes an appealing strategy. In this context, the use of a redox input appears as a relevant tool to monitor the self-assembly process, provided a careful design of well-chosen electroactive units. Our research group previously showed how the single-to-double helix equilibrium of foldamers can be shifted thanks to redox processes. Aiming at generalizing this strategy and rationalizing our findings, we designed a long oligopyridine dicarboxamide strand bearing tetrathiafulvalene (TTF) units, which are connected on the periphery through short amide linkers. This design proved to have a dramatic impact on the supramolecular behavior of the foldamer, preventing the formation of double helices in the neutral state. Using a combination of electrochemical and spectroscopic measurements, we show that duplex formation can be triggered by oxidizing a foldamer that does not form double helices in the neutral state.

摘要

通过控制折叠体组装来制备新型智能受体和材料是一种颇具吸引力的策略。在此背景下，若能精心设计合适的电活性单元，氧化还原输入似乎是监测自组装过程的相关工具。我们的研究小组之前展示了折叠体的单螺旋与双螺旋平衡如何因氧化还原过程而发生转变。为了推广这一策略并使我们的发现合理化，我们设计了一条带有四硫富瓦烯（TTF）单元的长链寡聚吡啶二羧酸酰胺，这些单元通过短酰胺连接子在外围相连。事实证明，这种设计对折叠体的超分子行为有显著影响，可防止在中性状态下形成双螺旋。通过结合电化学和光谱测量，我们表明，氧化一种在中性状态下不形成双螺旋的折叠体可触发双链形成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/ff3d70d32252/ASIA-20-e00723-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/54dba42c1947/ASIA-20-e00723-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/e6c5fb6c34a8/ASIA-20-e00723-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/1485fe3e53bc/ASIA-20-e00723-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/ba70a5485223/ASIA-20-e00723-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/e948068f79af/ASIA-20-e00723-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/d64020ea7437/ASIA-20-e00723-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/ff3d70d32252/ASIA-20-e00723-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/54dba42c1947/ASIA-20-e00723-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/e6c5fb6c34a8/ASIA-20-e00723-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/1485fe3e53bc/ASIA-20-e00723-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/ba70a5485223/ASIA-20-e00723-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/e948068f79af/ASIA-20-e00723-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/d64020ea7437/ASIA-20-e00723-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7021/12498192/ff3d70d32252/ASIA-20-e00723-g006.jpg

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本文引用的文献

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