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Exceptionally small supramolecular hydrogelators based on aromatic–aromatic interactions

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Author(s): Junfeng Shi | Yuan Gao | Zhimou Yang | Bing Xu

Journal: Beilstein Journal of Organic Chemistry
ISSN 1860-5397

Volume: 7;
Issue: 1;
Start page: 167;
Date: 2011;
Original page

Keywords: aromatic–aromatic interaction | cinnamoyl | hydrogel | hydrogelator | supramolecular

ABSTRACT
We report herein the use of an aromatic–aromatic interaction to produce small molecule hydrogelators that self-assemble in water and form molecular nanofibers in the resulting hydrogels. Among these hydrogelators, a hydrogelator (6) made from a phenylalanine and a cinnamoyl group represents the lowest molecular weight (MW = 295.33 g/mol) peptide-based hydrogelator prepared to date. The supramolecular hydrogels were characterized by transmission electron micrograph (TEM) and fluorescence spectroscopy, and the results obtained by both techniques correlate well with their rheological properties. Notably, compound 6 can undergo cis/trans-isomerization upon UV irradiation.
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