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Induced Chirality in Canthaxanthin Aggregates Reveals Multiple Levels of Supramolecular Organization

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    0585610 - ÚOCHB 2025 RIV DE eng J - Journal Article
    Halat, M. - Zajac, G. - Andrushchenko, Valery - Bouř, Petr - Baranski, R. - Pajor, K. - Baranska, M.
    Induced Chirality in Canthaxanthin Aggregates Reveals Multiple Levels of Supramolecular Organization.
    Angewandte Chemie - International Edition. Roč. 63, č. 21 (2024), č. článku e202402449. ISSN 1433-7851. E-ISSN 1521-3773
    R&D Projects: GA ČR(CZ) GA22-04669S
    Research Infrastructure: e-INFRA CZ II - 90254
    Institutional support: RVO:61388963
    Keywords : resonance Raman optical activity * circular dichroism * density functional theory * chirality induction * canthaxanthin * heparin * hyaluronic acid
    Impact factor: 16.6, year: 2022
    Method of publishing: Open access
    https://doi.org/10.1002/anie.202402449

    Carotenoids tend to form supramolecular aggregates via non-covalent interactions where the chirality of individual molecules is amplified to the macroscopic level. We show that this can also be achieved for non-chiral carotenoid monomers interacting with polysaccharides. The chirality induction in canthaxanthin (CAX), caused by heparin (HP) and hyaluronic acid (HA), was monitored by chiroptical spectroscopy. Electronic circular dichroism (ECD) and Raman optical activity (ROA) spectra indicated the presence of multiple carotenoid formations, such as H- and J-type aggregates. This is consistent with molecular dynamics (MD) and density functional theory (DFT) simulations of the supramolecular structures and their spectroscopic response.
    Permanent Link: https://hdl.handle.net/11104/0353284

     
     
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