Aromatic oligoesters as novel helix mimetic scaffolds

The design, synthesis, and conformational analysis of a novel aromatic oligoester helix mimetic scaffold is reported. A range of amino acid-type side-chain functionality can be readily incorporated into monomer building blocks over three facile synthetic steps. Analysis of representative dimers reve...

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Autores principales: Haque, Muhammed, Flack, Theo, Singh, Ravi, Wall, Archie, de Castro, Guilherme Vieira, Jiang, Lishen, White, Andrew J.P., Barnard, Anna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier Science 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10250785/
https://www.ncbi.nlm.nih.gov/pubmed/37182518
http://dx.doi.org/10.1016/j.bmc.2023.117311
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author Haque, Muhammed
Flack, Theo
Singh, Ravi
Wall, Archie
de Castro, Guilherme Vieira
Jiang, Lishen
White, Andrew J.P.
Barnard, Anna
author_facet Haque, Muhammed
Flack, Theo
Singh, Ravi
Wall, Archie
de Castro, Guilherme Vieira
Jiang, Lishen
White, Andrew J.P.
Barnard, Anna
author_sort Haque, Muhammed
collection PubMed
description The design, synthesis, and conformational analysis of a novel aromatic oligoester helix mimetic scaffold is reported. A range of amino acid-type side-chain functionality can be readily incorporated into monomer building blocks over three facile synthetic steps. Analysis of representative dimers revealed a stable conformer capable of effective mimicry of a canonical α-helix and the scaffold was found to be surprisingly stable to degradation in aqueous solutions at acidic and neutral pH.
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spelling pubmed-102507852023-06-10 Aromatic oligoesters as novel helix mimetic scaffolds Haque, Muhammed Flack, Theo Singh, Ravi Wall, Archie de Castro, Guilherme Vieira Jiang, Lishen White, Andrew J.P. Barnard, Anna Bioorg Med Chem Article The design, synthesis, and conformational analysis of a novel aromatic oligoester helix mimetic scaffold is reported. A range of amino acid-type side-chain functionality can be readily incorporated into monomer building blocks over three facile synthetic steps. Analysis of representative dimers revealed a stable conformer capable of effective mimicry of a canonical α-helix and the scaffold was found to be surprisingly stable to degradation in aqueous solutions at acidic and neutral pH. Elsevier Science 2023-05-03 /pmc/articles/PMC10250785/ /pubmed/37182518 http://dx.doi.org/10.1016/j.bmc.2023.117311 Text en © 2023 The Authors https://creativecommons.org/licenses/by/4.0/This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Haque, Muhammed
Flack, Theo
Singh, Ravi
Wall, Archie
de Castro, Guilherme Vieira
Jiang, Lishen
White, Andrew J.P.
Barnard, Anna
Aromatic oligoesters as novel helix mimetic scaffolds
title Aromatic oligoesters as novel helix mimetic scaffolds
title_full Aromatic oligoesters as novel helix mimetic scaffolds
title_fullStr Aromatic oligoesters as novel helix mimetic scaffolds
title_full_unstemmed Aromatic oligoesters as novel helix mimetic scaffolds
title_short Aromatic oligoesters as novel helix mimetic scaffolds
title_sort aromatic oligoesters as novel helix mimetic scaffolds
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10250785/
https://www.ncbi.nlm.nih.gov/pubmed/37182518
http://dx.doi.org/10.1016/j.bmc.2023.117311
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