Chiromers: conformation-driven mirror-image supramolecular chirality isomerism identified in a new class of helical rosette nanotubes
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 pro...
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| Veröffentlicht in: | Nanoscale 2014-08, Vol.6 (16), p.9421-9427 |
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| container_title | Nanoscale |
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| creator | Hemraz, Usha D El-Bakkari, Mounir Yamazaki, Takeshi Cho, Jae-Young Beingessner, Rachel L Fenniri, Hicham |
| description | 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. |
| doi_str_mv | 10.1039/c4nr00340c |
| format | Article |
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| ispartof | Nanoscale, 2014-08, Vol.6 (16), p.9421-9427 |
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| language | eng |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Arrays Chirality Guanines Helical Isomerism Models, Molecular Molecular Conformation Nanostructure Nanotechnology - methods Nanotubes Nanotubes - chemistry Nanotubes - ultrastructure Self assembly Stereoisomerism Switching |
| title | Chiromers: conformation-driven mirror-image supramolecular chirality isomerism identified in a new class of helical rosette nanotubes |
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