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光与温度控制的杂交、手性诱导及螺旋折叠体的手性

Light- and Temperature-Controlled Hybridization, Chiral Induction and Handedness of Helical Foldamers.

作者信息

Aidibi Youssef, Azar Soussana, Hardoin Louis, Voltz Marie, Goeb Sébastien, Allain Magali, Sallé Marc, Costil Romain, Jacquemin Denis, Feringa Ben, Canevet David

机构信息

Univ Angers, CNRS, MOLTECH-ANJOU, F-49000, Angers, France.

Stratingh Institute for Chemistry, Zernike Institute for Advanced Materials, University of Groningen, Nijenborgh, 49747 AG Groningen, Netherlands.

出版信息

Angew Chem Int Ed Engl. 2025 Jan 2;64(1):e202413629. doi: 10.1002/anie.202413629. Epub 2024 Oct 31.

Abstract

Helical foldamers have attracted much attention over the last decades given their resemblance to certain biomacromolecules and their potential in domains as different as pharmaceutics, catalysis and photonics. Various research groups have successfully controlled the right- or left- handedness of these oligomers by introducing stereogenic centers through covalent or non-covalent chemistry. However, developing helical structures whose handedness can be reversibly switched remains a major challenge for chemists. To date, such an achievement has been reported with light-responsive single-stranded foldamers only. Herein, we demonstrate that grafting a unidirectional motor onto foldamer strands constitutes a relevant strategy to i) control the single or double helical state of a foldamer, ii) switch on the chiral induction process from the motor to the helical strands and iii) select the handedness of double helical structures through photochemical and thermal stimulations.

摘要

在过去几十年中,螺旋折叠体因其与某些生物大分子的相似性以及在制药、催化和光子学等不同领域的潜力而备受关注。各个研究小组已经通过共价或非共价化学引入手性中心,成功地控制了这些低聚物的右手性或左手性。然而,开发出手性可以可逆切换的螺旋结构仍然是化学家面临的一项重大挑战。迄今为止,只有光响应单链折叠体报道了这样的成果。在此,我们证明,将单向马达嫁接到折叠体链上是一种有效的策略,可用于:i)控制折叠体的单螺旋或双螺旋状态;ii)开启从马达到手性螺旋链的手性诱导过程;iii)通过光化学和热刺激选择双螺旋结构的手性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bb52/11701357/e8d3ea23b80b/ANIE-64-e202413629-g008.jpg

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