Chirality Evolution of Supramolecular Helices by Electron Transfer Assisted Secondary Nucleation

Abstract Chirality evolution is ubiquitous and important in nature, but achieving it in artificial systems is still challenging. Herein, the chirality evolution of supramolecular helices based on l‐phenylalanine derivative (LPF) and naphthylamide derivate (NDIAPY) is achieved by the strategy of elec...

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Main Authors: Laiben Gao, Xiaoqiu Dou, Chao Xing, Kaikai Yang, Changli Zhao, Chuanliang Feng
Format: Article
Language:English
Published: Wiley 2025-02-01
Series:Advanced Science
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Online Access:https://doi.org/10.1002/advs.202408499
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author Laiben Gao
Xiaoqiu Dou
Chao Xing
Kaikai Yang
Changli Zhao
Chuanliang Feng
author_facet Laiben Gao
Xiaoqiu Dou
Chao Xing
Kaikai Yang
Changli Zhao
Chuanliang Feng
author_sort Laiben Gao
collection DOAJ
description Abstract Chirality evolution is ubiquitous and important in nature, but achieving it in artificial systems is still challenging. Herein, the chirality evolution of supramolecular helices based on l‐phenylalanine derivative (LPF) and naphthylamide derivate (NDIAPY) is achieved by the strategy of electron transfer (ET) assisted secondary nucleation. ET from LPF to NDIAPY can be triggered by 5 s UV irradiation on left‐handed LPF‐NDIAPY co‐assemblies, leading to NDIAPY radical anions and partial disassembly of the helices. Meanwhile, spontaneous reversion of radical anions into monomers occurs upon removal of UV light, and the surface of residual co‐assemblies can accelerate the reversion process. This surface accelerated reversion of ET further facilitates the secondary nucleation‐elongation events, giving rise to the formation of scale‐amplified and g vale‐increased left‐handed helices. Meanwhile, chirality evolution controlled by ET assisted secondary nucleation process can be also realized by adding the prepared LPF‐NDIAPY co‐assemblies into the total ET system. This study may provide a useful approach to constructing and modulating diverse chiral structures by manipulating the secondary nucleation process.
format Article
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institution Kabale University
issn 2198-3844
language English
publishDate 2025-02-01
publisher Wiley
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series Advanced Science
spelling doaj-art-676860c9da1c43b8b6e870b008afa4c82025-02-04T13:14:55ZengWileyAdvanced Science2198-38442025-02-01125n/an/a10.1002/advs.202408499Chirality Evolution of Supramolecular Helices by Electron Transfer Assisted Secondary NucleationLaiben Gao0Xiaoqiu Dou1Chao Xing2Kaikai Yang3Changli Zhao4Chuanliang Feng5State Key Lab of Metal Matrix Composites School of Materials Science and Engineering Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs Shanghai Jiao Tong University Shanghai 200230 P. R. ChinaState Key Lab of Metal Matrix Composites School of Materials Science and Engineering Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs Shanghai Jiao Tong University Shanghai 200230 P. R. ChinaState Key Lab of Metal Matrix Composites School of Materials Science and Engineering Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs Shanghai Jiao Tong University Shanghai 200230 P. R. ChinaState Key Lab of Metal Matrix Composites School of Materials Science and Engineering Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs Shanghai Jiao Tong University Shanghai 200230 P. R. ChinaState Key Lab of Metal Matrix Composites School of Materials Science and Engineering Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs Shanghai Jiao Tong University Shanghai 200230 P. R. ChinaState Key Lab of Metal Matrix Composites School of Materials Science and Engineering Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs Shanghai Jiao Tong University Shanghai 200230 P. R. ChinaAbstract Chirality evolution is ubiquitous and important in nature, but achieving it in artificial systems is still challenging. Herein, the chirality evolution of supramolecular helices based on l‐phenylalanine derivative (LPF) and naphthylamide derivate (NDIAPY) is achieved by the strategy of electron transfer (ET) assisted secondary nucleation. ET from LPF to NDIAPY can be triggered by 5 s UV irradiation on left‐handed LPF‐NDIAPY co‐assemblies, leading to NDIAPY radical anions and partial disassembly of the helices. Meanwhile, spontaneous reversion of radical anions into monomers occurs upon removal of UV light, and the surface of residual co‐assemblies can accelerate the reversion process. This surface accelerated reversion of ET further facilitates the secondary nucleation‐elongation events, giving rise to the formation of scale‐amplified and g vale‐increased left‐handed helices. Meanwhile, chirality evolution controlled by ET assisted secondary nucleation process can be also realized by adding the prepared LPF‐NDIAPY co‐assemblies into the total ET system. This study may provide a useful approach to constructing and modulating diverse chiral structures by manipulating the secondary nucleation process.https://doi.org/10.1002/advs.202408499chirality evolutionelectron transferhelical nanofiberssecondary nucleationsupramolecular assembly
spellingShingle Laiben Gao
Xiaoqiu Dou
Chao Xing
Kaikai Yang
Changli Zhao
Chuanliang Feng
Chirality Evolution of Supramolecular Helices by Electron Transfer Assisted Secondary Nucleation
Advanced Science
chirality evolution
electron transfer
helical nanofibers
secondary nucleation
supramolecular assembly
title Chirality Evolution of Supramolecular Helices by Electron Transfer Assisted Secondary Nucleation
title_full Chirality Evolution of Supramolecular Helices by Electron Transfer Assisted Secondary Nucleation
title_fullStr Chirality Evolution of Supramolecular Helices by Electron Transfer Assisted Secondary Nucleation
title_full_unstemmed Chirality Evolution of Supramolecular Helices by Electron Transfer Assisted Secondary Nucleation
title_short Chirality Evolution of Supramolecular Helices by Electron Transfer Assisted Secondary Nucleation
title_sort chirality evolution of supramolecular helices by electron transfer assisted secondary nucleation
topic chirality evolution
electron transfer
helical nanofibers
secondary nucleation
supramolecular assembly
url https://doi.org/10.1002/advs.202408499
work_keys_str_mv AT laibengao chiralityevolutionofsupramolecularhelicesbyelectrontransferassistedsecondarynucleation
AT xiaoqiudou chiralityevolutionofsupramolecularhelicesbyelectrontransferassistedsecondarynucleation
AT chaoxing chiralityevolutionofsupramolecularhelicesbyelectrontransferassistedsecondarynucleation
AT kaikaiyang chiralityevolutionofsupramolecularhelicesbyelectrontransferassistedsecondarynucleation
AT changlizhao chiralityevolutionofsupramolecularhelicesbyelectrontransferassistedsecondarynucleation
AT chuanliangfeng chiralityevolutionofsupramolecularhelicesbyelectrontransferassistedsecondarynucleation