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Issue 14, 2018
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Enzymatically-stable oxetane-based dipeptide hydrogels

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Abstract

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 Here, we report new Fmoc-protected dipeptides in which the amide carbonyl group has been replaced by an oxetane ring.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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Supplementary files

Article information


Submitted
19 Dec 2017
Accepted
22 Jan 2018
First published
24 Jan 2018

This article is Open Access

Chem. Commun., 2018,54, 1793-1796
Article type
Communication

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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