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Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives.


ABSTRACT: 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-H2O 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.

SUBMITTER: Wagalgave SM 

PROVIDER: S-EPMC6731272 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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Supramolecular super-helix formation via self-assembly of naphthalene diimide functionalised with bile acid derivatives.

Wagalgave Sopan M SM   Padghan Sachin D SD   Burud Mahesh D MD   Kobaisi Mohammad Al MA   La Duong Duc DD   Bhosale Rajesh S RS   Bhosale Sidhanath V SV   Bhosale Sheshanath V SV  

Scientific reports 20190906 1


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<sub>2</sub>O solvent mixtures. The chirality of the helical microstructure is directed by the  ...[more]

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