De novo design of self-assembly hydrogels based on Fmoc-diphenylalanine providing drug release

Xiang Li; Huijun Zhang; Lingyan Liu; Chunyan Cao; Peng Wei; Xin Yi; Yifeng Zhou; Qingyang Lv; Dongfang Zhou; Tao Yi

doi:10.1039/D1TB01628H

De novo design of self-assembly hydrogels based on Fmoc-diphenylalanine providing drug release†

Xiang Li,‡^abc Huijun Zhang,‡^a Lingyan Liu,^a Chunyan Cao,^a Peng Wei,^d Xin Yi,^d Yifeng Zhou,

*^b Qingyang Lv,^c Dongfang Zhou

*^c and Tao Yi

*^ad

Author affiliations

* Corresponding authors

^a Department of Chemistry, Fudan University, Shanghai 200438, P. R. China
E-mail: yitao@fudan.edu.cn

^b School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418, P. R. China
E-mail: yfzhou@sit.edu.cn

^c China School of Pharmaceutical Sciences, Southern Medical University, Guangzhou, P. R. China
E-mail: dfzhou@smu.edu.cn

^d State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, P. R. China

Abstract

Short peptides with self-assembled nanostructures are widely applied in the areas of drug delivery systems and biomaterials. In this article, we create a new peptide-based hydrogelator (Fmoc-FFRRVR) based on N-fluorenylmethoxycarbonyl-diphenylalanine (Fmoc-FF) through an approach to improve its hydrophilicity. Compared to Fmoc-FF, Fmoc-FFRRVR prefers to form a hydrogel under mild conditions, and the gelation time is only 2 s. Fmoc-FFRRVR self-assembles into organized arrays of β-sheets in nanofibers via π-stacking of Fmoc-FF, which are supported by circular dichroism and fluorescence emission spectroscopy. Rheology results confirm that the hydrogel of Fmoc-FFRRVR is elastic, reversible and injectable. The newly discovered hydrogel not only retains some excellent performances of Fmoc-FF, but also can be used as a drug carrier for biomedical applications.

Journal of Materials Chemistry B

De novo design of self-assembly hydrogels based on Fmoc-diphenylalanine providing drug release†

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De novo design of self-assembly hydrogels based on Fmoc-diphenylalanine providing drug release

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