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 Here, we report new Fmoc-protected dipeptides in which the amide carbonyl group has been replaced by an oxetane ring.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

The article was received on 19 Dec 2017, accepted on 22 Jan 2018 and first published on 24 Jan 2018


Article type: Communication
DOI: 10.1039/C7CC09701H
Chem. Commun., 2018,54, 1793-1796
  • Open access: Creative Commons BY license
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    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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