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Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives
The design of chiral chromophores that lead to self-assembly of higher order helical structures is a powerful tool to understand the hierarchical helical structures of molecules of nature. In this work, we present a self-assembled helical super-structure produced via facial stacking of a bile acid b...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group UK
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6731272/ https://www.ncbi.nlm.nih.gov/pubmed/31492925 http://dx.doi.org/10.1038/s41598-019-49235-5 |
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author | Wagalgave, Sopan M. Padghan, Sachin D. Burud, Mahesh D. Kobaisi, Mohammad Al La, Duong Duc Bhosale, Rajesh S. Bhosale, Sidhanath V. Bhosale, Sheshanath V. |
author_facet | Wagalgave, Sopan M. Padghan, Sachin D. Burud, Mahesh D. Kobaisi, Mohammad Al La, Duong Duc Bhosale, Rajesh S. Bhosale, Sidhanath V. Bhosale, Sheshanath V. |
author_sort | Wagalgave, Sopan M. |
collection | PubMed |
description | The design of chiral chromophores that lead to self-assembly of higher order helical structures is a powerful tool to understand the hierarchical helical structures of molecules of nature. In this work, we present a self-assembled helical super-structure produced via facial stacking of a bile acid bolaamphiphile derivative with a naphthalene diimide core (NDI-DCA), driven by solvophobic effects in THF–H(2)O solvent mixtures. The chirality of the helical microstructure is directed by the multiple chiral centres in the precursor molecule. The chirality of the hierarchical assemblies was observed using circular dichroism (CD), Scanning electron microscopy (SEM) and transmission electron microscopy (TEM) measurements. We propose that the NDI-DCA super-structures are formed via similar interactions and mechanisms to those observed in biological molecules such as proteins and DNA. |
format | Online Article Text |
id | pubmed-6731272 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-67312722019-09-18 Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives Wagalgave, Sopan M. Padghan, Sachin D. Burud, Mahesh D. Kobaisi, Mohammad Al La, Duong Duc Bhosale, Rajesh S. Bhosale, Sidhanath V. Bhosale, Sheshanath V. Sci Rep Article The design of chiral chromophores that lead to self-assembly of higher order helical structures is a powerful tool to understand the hierarchical helical structures of molecules of nature. In this work, we present a self-assembled helical super-structure produced via facial stacking of a bile acid bolaamphiphile derivative with a naphthalene diimide core (NDI-DCA), driven by solvophobic effects in THF–H(2)O solvent mixtures. The chirality of the helical microstructure is directed by the multiple chiral centres in the precursor molecule. The chirality of the hierarchical assemblies was observed using circular dichroism (CD), Scanning electron microscopy (SEM) and transmission electron microscopy (TEM) measurements. We propose that the NDI-DCA super-structures are formed via similar interactions and mechanisms to those observed in biological molecules such as proteins and DNA. Nature Publishing Group UK 2019-09-06 /pmc/articles/PMC6731272/ /pubmed/31492925 http://dx.doi.org/10.1038/s41598-019-49235-5 Text en © The Author(s) 2019 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/. |
spellingShingle | Article Wagalgave, Sopan M. Padghan, Sachin D. Burud, Mahesh D. Kobaisi, Mohammad Al La, Duong Duc Bhosale, Rajesh S. Bhosale, Sidhanath V. Bhosale, Sheshanath V. Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives |
title | Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives |
title_full | Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives |
title_fullStr | Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives |
title_full_unstemmed | Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives |
title_short | Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives |
title_sort | supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6731272/ https://www.ncbi.nlm.nih.gov/pubmed/31492925 http://dx.doi.org/10.1038/s41598-019-49235-5 |
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