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Issue 16, 2014
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Chiromers: conformation-driven mirror-image supramolecular chirality isomerism identified in a new class of helical rosette nanotubes

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Abstract

Rosette nanotubes are biologically inspired nanostructures, formed through the hierarchical organization of a hybrid DNA base analogue (G∧C), which features hydrogen-bonding arrays of guanine and cytosine. Several twin-G∧C motifs functionalized with chiral moieties, which undergo a self-assembly process under methanolic and aqueous conditions to produce helical rosette nanotubes (RNTs), were synthesized and characterized. The built-in molecular chirality in the twin-G∧C building blocks led to the supramolecular chirality exhibited by the RNTs, as evidenced by the CD activity. Depending on the motifs and environmental conditions, mirror-image supramolecular chirality due to absolute molecular chirality, solvent-induced and structure-dependent supramolecular chirality inversion, and pH-controlled chiroptical switching were observed.

Graphical abstract: Chiromers: conformation-driven mirror-image supramolecular chirality isomerism identified in a new class of helical rosette nanotubes

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Article information


Submitted
18 Jan 2014
Accepted
15 Mar 2014
First published
21 Mar 2014

Nanoscale, 2014,6, 9421-9427
Article type
Paper
Author version available

Chiromers: conformation-driven mirror-image supramolecular chirality isomerism identified in a new class of helical rosette nanotubes

U. D. Hemraz, M. El-Bakkari, T. Yamazaki, J. Cho, R. L. Beingessner and H. Fenniri, Nanoscale, 2014, 6, 9421
DOI: 10.1039/C4NR00340C

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