Hewitt, S and Wilson, AJ orcid.org/0000-0001-9852-6366 (2018) Generation of Dynamic Combinatorial Libraries Using Hydrazone-Functionalized Surface Mimetics. European Journal of Organic Chemistry, 2018 (16). pp. 1872-1879. ISSN 1434-193X
Abstract
Dynamic combinatorial chemistry (DCC) represents an approach whereby traditional supramolecular scaffolds used for protein surface recognition might be exploited to achieve selective high affinity target recognition. Synthesis, in situ screening and amplification under selection pressure, allows the generation of ligands, that bear different moieties capable of making multivalent non-covalent interactions with target proteins. Generic tetracarboxyphenyl porphyrin scaffolds bearing four hydrazide moieties have been used to form dynamic combinatorial libraries (DCLs) using, aniline catalyzed, reversible hydrazone exchange reactions, in 10 % DMSO, 5 mM NH₄OAc, pH 6.75. High resolution mass spectrometry (HRMS) was used to monitor library composition and establish conditions under which equilibria were established.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © 2018 The Authors. Published by Wiley‐VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. A copy of the licence can be found at https://creativecommons.org/licenses/by/4.0/ |
Keywords: | dynamic combinatorial chemistry; hydrazones; protein surface mimetics; porphyrins |
Dates: |
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Institution: | The University of Leeds |
Academic Units: | The University of Leeds > Faculty of Engineering & Physical Sciences (Leeds) > School of Chemistry (Leeds) > Organic Chemistry (Leeds) |
Depositing User: | Symplectic Publications |
Date Deposited: | 07 Mar 2018 16:19 |
Last Modified: | 25 Jun 2023 21:15 |
Status: | Published |
Publisher: | Wiley |
Identification Number: | 10.1002/ejoc.201800022 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:128253 |
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