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Supramolecular Double Helices from Small C(3)-Symmetrical Molecules Aggregated in Water

[Image: see text] 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 s...

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Autores principales: Lafleur, René P. M., Herziger, Svenja, Schoenmakers, Sandra M. C., Keizer, Arthur D. A., Jahzerah, Jahaziel, Thota, Bala N. S., Su, Lu, Bomans, Paul H. H., Sommerdijk, Nico A. J. M., Palmans, Anja R. A., Haag, Rainer, Friedrich, Heiner, Böttcher, Christoph, Meijer, E. W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7564094/
https://www.ncbi.nlm.nih.gov/pubmed/32935541
http://dx.doi.org/10.1021/jacs.0c08179
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author Lafleur, René P. M.
Herziger, Svenja
Schoenmakers, Sandra M. C.
Keizer, Arthur D. A.
Jahzerah, Jahaziel
Thota, Bala N. S.
Su, Lu
Bomans, Paul H. H.
Sommerdijk, Nico A. J. M.
Palmans, Anja R. A.
Haag, Rainer
Friedrich, Heiner
Böttcher, Christoph
Meijer, E. W.
author_facet Lafleur, René P. M.
Herziger, Svenja
Schoenmakers, Sandra M. C.
Keizer, Arthur D. A.
Jahzerah, Jahaziel
Thota, Bala N. S.
Su, Lu
Bomans, Paul H. H.
Sommerdijk, Nico A. J. M.
Palmans, Anja R. A.
Haag, Rainer
Friedrich, Heiner
Böttcher, Christoph
Meijer, E. W.
author_sort Lafleur, René P. M.
collection PubMed
description [Image: see text] 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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spelling pubmed-75640942020-10-19 Supramolecular Double Helices from Small C(3)-Symmetrical Molecules Aggregated in Water Lafleur, René P. M. Herziger, Svenja Schoenmakers, Sandra M. C. Keizer, Arthur D. A. Jahzerah, Jahaziel Thota, Bala N. S. Su, Lu Bomans, Paul H. H. Sommerdijk, Nico A. J. M. Palmans, Anja R. A. Haag, Rainer Friedrich, Heiner Böttcher, Christoph Meijer, E. W. J Am Chem Soc [Image: see text] 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. American Chemical Society 2020-09-16 2020-10-14 /pmc/articles/PMC7564094/ /pubmed/32935541 http://dx.doi.org/10.1021/jacs.0c08179 Text en This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Lafleur, René P. M.
Herziger, Svenja
Schoenmakers, Sandra M. C.
Keizer, Arthur D. A.
Jahzerah, Jahaziel
Thota, Bala N. S.
Su, Lu
Bomans, Paul H. H.
Sommerdijk, Nico A. J. M.
Palmans, Anja R. A.
Haag, Rainer
Friedrich, Heiner
Böttcher, Christoph
Meijer, E. W.
Supramolecular Double Helices from Small C(3)-Symmetrical Molecules Aggregated in Water
title Supramolecular Double Helices from Small C(3)-Symmetrical Molecules Aggregated in Water
title_full Supramolecular Double Helices from Small C(3)-Symmetrical Molecules Aggregated in Water
title_fullStr Supramolecular Double Helices from Small C(3)-Symmetrical Molecules Aggregated in Water
title_full_unstemmed Supramolecular Double Helices from Small C(3)-Symmetrical Molecules Aggregated in Water
title_short Supramolecular Double Helices from Small C(3)-Symmetrical Molecules Aggregated in Water
title_sort supramolecular double helices from small c(3)-symmetrical molecules aggregated in water
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7564094/
https://www.ncbi.nlm.nih.gov/pubmed/32935541
http://dx.doi.org/10.1021/jacs.0c08179
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