Enzymatically-stable oxetane-based dipeptide hydrogels

McDougall, L., Draper, E. R. , Beadle, J. D., Shipman, M., Raubo, P., Jamieson, A. G. and Adams, D. (2018) Enzymatically-stable oxetane-based dipeptide hydrogels. Chemical Communications, 54(14), pp. 1793-1796. (doi: 10.1039/C7CC09701H) (PMID:29384155)

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 Here, we report new Fmoc-protected dipeptides in which the amide carbonyl group has been replaced by an oxetane ring.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

Item Type:Articles
Glasgow Author(s) Enlighten ID:Draper, Emily and Adams, Dave and Jamieson, Professor Andrew and Shipman, Mr Michael and McDougall, Miss Laura
Authors: McDougall, L., Draper, E. R., Beadle, J. D., Shipman, M., Raubo, P., Jamieson, A. G., and Adams, D.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Chemical Communications
Publisher:Royal Society of Chemistry
ISSN (Online):1364-548X
Published Online:24 January 2018
Copyright Holders:Copyright © 2018 The Royal Society of Chemistry
First Published:First published in Chemical Communications 54(14): 1793-1796
Publisher Policy:Reproduced under a Creative Commons License

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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
738201EPSRC DTP 16/17 and 17/18Mary Beth KneafseyEngineering and Physical Sciences Research Council (EPSRC)EP/N509668/1RSI - RESEARCH STRATEGY & INNOVATION