Citation: Xuan Zhao, Long Zhao, Qiuyun Xiao, Hai Xiong. Intermolecular hydrogen-bond interaction to promote thermoreversible 2'-deoxyuridine-based AIE-organogels[J]. Chinese Chemical Letters, ;2021, 32(4): 1363-1366. doi: 10.1016/j.cclet.2020.10.008 shu

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

Institute for Advanced Study, Shenzhen University, Shenzhen 518060, China

hai.xiong@szu.edu.cn

Received Date: 30 August 2020
Revised Date: 22 September 2020
Accepted Date: 10 October 2020
Available Online: 12 October 2020

Figures(5)

Fluorescent supramolecular nucleoside-based organogels or hydrogels have attracted increasing attention owing to their tunable stability, drug delivery, tissue engineering, and inherent biocompatibility 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 systematically, 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.
- Supramolecular,
- Organogel,
- Aggregation-induced emission,
- Nucleoside,
- Click chemistry
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