2003
DOI: 10.1021/ja0364827
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Supramolecular Helices via Self-Assembly of 8-Oxoguanosines

Abstract: The cooperative effect of solvophobic interactions and hydrogen bonding has been exploited to self-assemble supramolecular helical architectures of 8-oxoguanosines in different environments. This self-assembly into helical structures is completely different from that of the parent guanosines which, in the same experimental conditions, form flat, ribbonlike structures. While optical microscopy and X-ray diffraction suggest a chiral columnar aggregate in the LC phase, NMR and Circular Dichroism reveal the presen… Show more

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Cited by 125 publications
(101 citation statements)
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“…[79][80][81] Moreover, supramolecular chiral micellar cubic phases have been found to form by segmentation of the chiral columns.…”
Section: Liquid Crystalsmentioning
confidence: 99%
“…[79][80][81] Moreover, supramolecular chiral micellar cubic phases have been found to form by segmentation of the chiral columns.…”
Section: Liquid Crystalsmentioning
confidence: 99%
“…Die Wechselwirkungen zwischen den wasserstoffverbrückten Scheiben und den Ionen fixieren die supramolekularen chiralen Strukturen in der kolumnaren Phase. [79][80][81] Außerdem wurden supramolekulare chirale micellar kubische Phasen gefunden, die aus kurzen chiralen Säulen bestehen. Zusätzlich zu Wasserstoffbrücken können auch Ionen- [82,83] und Charge-Transfer-Wechselwirkungen [84][85][86][87][88][89] sowie Halogenbrücken [90] zu flüssigkristallinen Molekülaggregaten führen.…”
Section: Besondere Eigenschaften Supramolekularer Flüssigkristalleunclassified
“…[37] Thus, both 8-oxoG 9 and the corresponding 2-deamino analogue (8-oxoI 10) form hydrogenbonded helices in organic solvents (Figure 8). This selfassembly pattern was quite different from the hydrogenbonded motif formed by guanosine derivatives.…”
Section: Supramolecular Organisation Of Guanosine Derivativesmentioning
confidence: 99%