Issue 14, 2018

Enzymatically-stable oxetane-based dipeptide hydrogels


Low molecular weight gelators that are not easily degraded by enzymes have a range of potential applications. Here, we report new Fmoc-protected dipeptides in which the amide carbonyl group has been replaced by an oxetane ring. Remarkably one of these peptidomimetics, but not the corresponding dipeptide, is an effective gelator, forming hydrogels at a concentration of 3 mg mL−1. On assembly, there is a lack of beta-sheet structure, implying that there is no requirement for this motif in such a gel. Furthermore, the modified dipeptide is also stable to proteolysis compared to the parent dipeptide.

Graphical abstract: Enzymatically-stable oxetane-based dipeptide hydrogels

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Article information

Article type
19 Dec 2017
22 Jan 2018
First published
24 Jan 2018
This article is Open Access
Creative Commons BY license

Chem. Commun., 2018,54, 1793-1796

Enzymatically-stable oxetane-based dipeptide hydrogels

L. McDougall, E. R. Draper, J. D. Beadle, M. Shipman, P. Raubo, A. G. Jamieson and D. J. Adams, Chem. Commun., 2018, 54, 1793 DOI: 10.1039/C7CC09701H

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