Achiral substituent- and stoichiometry-controlled inversion of supramolecular chirality and circularly polarized luminescence in ternary co-assemblies

Wang, Fang; Lai, Liyun; Liu, Min; Zhou, Quan; Lin, Shaoliang

doi:10.1039/d4nr00392f

Nanoscale

2024

DOI: 10.1039/d4nr00392f

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Achiral substituent- and stoichiometry-controlled inversion of supramolecular chirality and circularly polarized luminescence in ternary co-assemblies

Fang Wang,

Liyun Lai,

Min Liu

et al.

Abstract: Handedness inversion of supramolecular chirality and circularly polarized luminescence (CPL) in assembled systems containing more than two components with higher complexity is of prominent importance to simulate biological multicomponent species...

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Cited by 3 publications

References 51 publications

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Chiral Self‐Assembly of a Pyrene‐Appended Glutamylalanine Dipeptide and Its Charge Transfer Complex: Fabrication of Magneto‐Responsive Hydrogels and Human Cell Imaging

Ruidas,

Dubey,

Hafiz

et al. 2024

Macromol. Rapid Commun.

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The formation of a robust, self‐healing hydrogel of a novel pyrene‐appended dipeptide, Py‐E‐A (L‐Glutamic acid short as E; L‐Alanine short as A) is demonstrated. Detailed studies suggest that nanoscopic fibers with a length of several micrometers have formed by chiral self‐organization of Py‐E‐A gelators. Additionally, live human PBMCs imaging is shown using the Py‐E‐A fluorophore. Interestingly, electron‐rich Py‐E‐A couples with electron‐deficient NDI‐β‐A (β‐Alanine short as β‐A) by charge transfer (CT) complexation and forms stable deep violet‐colored CT super‐hydrogel. X‐ray diffraction, DFT, and 2D ROESY NMR studies suggest lamellar packing of both Py‐E‐A and the alternating CT stack in its hydrogel matrixes. Supramolecular chirality of the Py‐E‐A donor can be altered by adding an achiral acceptor NDI‐β‐A. Notably, the fibers of the CT hydrogel are found to be even thinner than the Py‐E‐A fibers, which, in turn, makes the CT hydrogel more tolerant to the applied strain. Further, the self‐healing and injectable properties of the hydrogels are shown. Finally, the magneto‐responsive behavior of the Py‐E‐A and CT hydrogels loaded with spin‐canted Cu‐ferrite (Cu0.6Zn0.4Fe2O4) nanoparticles (NPs) is demonstrated. The presence of magnetic NPs within the hydrogels has changed the fibrous morphology to rod‐like nanoclusters.

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Chiral Self‐Assembly of a Pyrene‐Appended Glutamylalanine Dipeptide and Its Charge Transfer Complex: Fabrication of Magneto‐Responsive Hydrogels and Human Cell Imaging

Ruidas,

Dubey,

Hafiz

et al. 2024

Macromol. Rapid Commun.

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Oxidation Triggered Supramolecular Chirality

Zhang,

Hao,

Xing

2024

Nano Lett.

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Topochemical reactions normally occurring in the solid and crystalline state exhibit solvent-free and catalyst-free properties, with high atom economy properties, which have been widely applied in materials science and polymer synthesis. Herein, we explore the potential of topochemical reactions for controlling the emergence of supramolecular chirality and the precise fabrication of chiroptical materials. Boronic acid pinacol esters (BPin) were conjugated to naphthalimides containing an inherent chiral cholesteryl group linked by alkyl or benzene spacers. The BPin segments were oxidized by H 2 O 2 to form hydroxyl groups, which enhanced luminescence, reduced steric effects, and increased amphiphilicity. The inherent liposomal aggregates underwent in situ oxidation and transformed into 1D nanoarchitectures, exhibiting macroscopic chirality, active Cotton effects, and circularly polarized luminescence. Oxidation could also initiate an intimate interplay between the building units and the guest molecule, by which the chirality and chiroptical evolution in the multiple component chiral assembly system were realized.

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Multicolor and sign-invertible circularly polarized luminescence from nonchiral charge-transfer complexes assembled with N-terminal aromatic amino acids

Lai,

Wang,

Sang

et al. 2025

Nanoscale

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Achiral substituent- and stoichiometry-controlled inversion of supramolecular chirality and circularly polarized luminescence in ternary co-assemblies

Abstract: Handedness inversion of supramolecular chirality and circularly polarized luminescence (CPL) in assembled systems containing more than two components with higher complexity is of prominent importance to simulate biological multicomponent species...

Cited by 3 publications

References 51 publications

Chiral Self‐Assembly of a Pyrene‐Appended Glutamylalanine Dipeptide and Its Charge Transfer Complex: Fabrication of Magneto‐Responsive Hydrogels and Human Cell Imaging

Chiral Self‐Assembly of a Pyrene‐Appended Glutamylalanine Dipeptide and Its Charge Transfer Complex: Fabrication of Magneto‐Responsive Hydrogels and Human Cell Imaging

Oxidation Triggered Supramolecular Chirality

Multicolor and sign-invertible circularly polarized luminescence from nonchiral charge-transfer complexes assembled with N-terminal aromatic amino acids

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