Photoswitchable Antimicrobial Metallohelices

Abstract Chiral subcomponent self‐assembly is used to access optically pure, metallo‐helical species based on Zn and Fe(II) and incorporating three transazobenzene units. UV–vis, circular dichroism, and NMR spectroscopies, alongside X‐ray crystallographic and DFT computational studies are used to unambiguously characterize a highly reversible stepwise photochemical transformation to an all‐ cis state in which structural integrity and optical purity have been retained. Although the all‐ trans state of the water‐soluble enantiomers exhibited low or moderate activity against Gram‐positive strains, irradiation at 365 nm led to up to eight‐fold reduction in MIC. Electron microscopy and a cell permeability assay indicate a membrane disruption mechanism; the higher activity of the photochemically‐generated all‐ cis state is consistent with its more compact supramolecular fold.

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Publication Details

Journal
Angewandte Chemie
Published
2025-05-26
DOI
https://doi.org/10.1002/ange.202508959
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
Field-Weighted Citation Impact
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article

Photoswitchable Antimicrobial Metallohelices

Qiuying Dong, Rubing Wang, Yuji Wang, Siying Qin et al.
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Angewandte Chemie
Photochromic and Fluorescence Chemistry
article

Photoswitchable Antimicrobial Metallohelices

Qiuying Dong, Rubing Wang, Yuji Wang, Siying Qin, Xue Zhi Zhao, H. L. Song, Guy J. Clarkson, Peter Scott, Xin Zhang, Xinyu Wang, Guoqing Li, Mi Li, Xue‐Bin Wang, Changhao Liu, Xinyi Yang, Nicola J. Rogers, Xuejian Zhang
article en

Abstract

Abstract Chiral subcomponent self‐assembly is used to access optically pure, metallo‐helical species based on Zn and Fe(II) and incorporating three transazobenzene units. UV–vis, circular dichroism, and NMR spectroscopies, alongside X‐ray crystallographic and DFT computational studies are used to unambiguously characterize a highly reversible stepwise photochemical transformation to an all‐ cis state in which structural integrity and optical purity have been retained. Although the all‐ trans state of the water‐soluble enantiomers exhibited low or moderate activity against Gram‐positive strains, irradiation at 365 nm led to up to eight‐fold reduction in MIC. Electron microscopy and a cell permeability assay indicate a membrane disruption mechanism; the higher activity of the photochemically‐generated all‐ cis state is consistent with its more compact supramolecular fold.

Angewandte ChemieVol. 137(31)
Hong Kong Baptist University (HK), Capital Medical University (CN), Chinese Academy of Medical Sciences & Peking Union Medical College (CN), Nankai University (CN), University of Warwick (GB), Chinese University of Hong Kong, Shenzhen (CN)
Openalex Percentile: Top 92%
Photochromic and Fluorescence Chemistry
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