Intermolecular hydrogen-bond interaction to promote thermoreversible 2'-deoxyuridine-based AIE-

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Fluorescent supramolecular nucleoside-based organogels or hydrogels have attracted increasing attention owing to their tunable stability, drug delivery, tissue engineering, and inherent biocompatibili-ty for applications in designing sensors. As the temperature of a constant TPE-Octa-dU gelator at MGC as low as 0.2 wt% was increased with gel to sol transition, a progressive decrease in the fluorescence intensity was observed. 1H NMR study in ethanol-d6/H2O revealed the existence of intermolecular hydrogen-bond interaction between uridine nucleobase and triazole moieties. Based on these experiments, thus organogels induced by hydrogen bonding can promote an aggregation-induced emission (AIE) of TPE moiety. Thermoreversible gelation properties have been investigated systemati-cally, including AIE-shapemorphing architecture owing to their unique solid-liquid interface and easy processability. At the same line, the related TPE-EdU derivative which was synthesized from 5-ethynyl-2\'-deoxyuridine does not deliver organogels or hydrogels, and under similar circumstances TPE moiety of TPE-EdU does not efficiently exhibit AIE phenomenon either.
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