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    Supramolecular Double Helices from Small C3-Symmetrical Molecules Aggregated in Water.

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    Author
    Lafleur, RPM; Herziger, S; Schoenmakers, SMC; Keizer, ADA; Jahzerah, J; Thota, BNS; Su, L; Bomans, PHH; Sommerdijk, NAJM; Palmans, ARA; ...
    Date
    2020-10-14
    Source Title
    Journal of the American Chemical Society
    Publisher
    American Chemical Society
    University of Melbourne Author/s
    Lafleur, Rene
    Affiliation
    Chemical and Biomolecular Engineering
    Metadata
    Show full item record
    Document Type
    Journal Article
    Citations
    Lafleur, R. P. M., Herziger, S., Schoenmakers, S. M. C., Keizer, A. D. A., Jahzerah, J., Thota, B. N. S., Su, L., Bomans, P. H. H., Sommerdijk, N. A. J. M., Palmans, A. R. A., Haag, R., Friedrich, H., Böttcher, C. & Meijer, E. W. (2020). Supramolecular Double Helices from Small C3-Symmetrical Molecules Aggregated in Water.. Journal of the American Chemical Society, 142 (41), pp.17644-17652. https://doi.org/10.1021/jacs.0c08179.
    Access Status
    Open Access
    URI
    http://hdl.handle.net/11343/252598
    DOI
    10.1021/jacs.0c08179
    Abstract
    Supramolecular fibers in water, micrometers long and several nanometers in width, are among the most studied nanostructures for biomedical applications. These supramolecular polymers are formed through a spontaneous self-assembly process of small amphiphilic molecules by specific secondary interactions. Although many compounds do not possess a stereocenter, recent studies suggest the (co)existence of helical structures, albeit in racemic form. Here, we disclose a series of supramolecular (co)polymers based on water-soluble benzene-1,3,5-tricarboxamides (BTAs) that form double helices, fibers that were long thought to be chains of single molecules stacked in one dimension (1D). Detailed cryogenic transmission electron microscopy (cryo-TEM) studies and subsequent three-dimensional-volume reconstructions unveiled helical repeats, ranging from 15 to 30 nm. Most remarkable, the pitch can be tuned through the composition of the copolymers, where two different monomers with the same core but different peripheries are mixed in various ratios. Like in lipid bilayers, the hydrophobic shielding in the aggregates of these disc-shaped molecules is proposed to be best obtained by dimer formation, promoting supramolecular double helices. It is anticipated that many of the supramolecular polymers in water will have a thermodynamic stable structure, such as a double helix, although small structural changes can yield single stacks as well. Hence, it is essential to perform detailed analyses prior to sketching a molecular picture of these 1D fibers.

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