Design and Synthesis of Novel Helix Mimetics Based on the Covalent H-Bond Replacement and Amide Surrogate

A novel hydrogen bond surrogate-based (HBS) α-helix mimetic was designed by the combination of covalent H-bond replacement and the use of an ether linkage to substitute an amide bond within a short peptide sequence. The new helix template could be placed in position other than the N-terminus of a sh...

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Autores principales: Liu, Junyang, Tang, Shoubin, Yan, Jia-Lei, Ye, Tao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9863496/
https://www.ncbi.nlm.nih.gov/pubmed/36677838
http://dx.doi.org/10.3390/molecules28020780
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author Liu, Junyang
Tang, Shoubin
Yan, Jia-Lei
Ye, Tao
author_facet Liu, Junyang
Tang, Shoubin
Yan, Jia-Lei
Ye, Tao
author_sort Liu, Junyang
collection PubMed
description A novel hydrogen bond surrogate-based (HBS) α-helix mimetic was designed by the combination of covalent H-bond replacement and the use of an ether linkage to substitute an amide bond within a short peptide sequence. The new helix template could be placed in position other than the N-terminus of a short peptide, and the CD studies demonstrate that the template adopts stable conformations in aqueous buffer at exceptionally high temperatures.
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spelling pubmed-98634962023-01-22 Design and Synthesis of Novel Helix Mimetics Based on the Covalent H-Bond Replacement and Amide Surrogate Liu, Junyang Tang, Shoubin Yan, Jia-Lei Ye, Tao Molecules Article A novel hydrogen bond surrogate-based (HBS) α-helix mimetic was designed by the combination of covalent H-bond replacement and the use of an ether linkage to substitute an amide bond within a short peptide sequence. The new helix template could be placed in position other than the N-terminus of a short peptide, and the CD studies demonstrate that the template adopts stable conformations in aqueous buffer at exceptionally high temperatures. MDPI 2023-01-12 /pmc/articles/PMC9863496/ /pubmed/36677838 http://dx.doi.org/10.3390/molecules28020780 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Liu, Junyang
Tang, Shoubin
Yan, Jia-Lei
Ye, Tao
Design and Synthesis of Novel Helix Mimetics Based on the Covalent H-Bond Replacement and Amide Surrogate
title Design and Synthesis of Novel Helix Mimetics Based on the Covalent H-Bond Replacement and Amide Surrogate
title_full Design and Synthesis of Novel Helix Mimetics Based on the Covalent H-Bond Replacement and Amide Surrogate
title_fullStr Design and Synthesis of Novel Helix Mimetics Based on the Covalent H-Bond Replacement and Amide Surrogate
title_full_unstemmed Design and Synthesis of Novel Helix Mimetics Based on the Covalent H-Bond Replacement and Amide Surrogate
title_short Design and Synthesis of Novel Helix Mimetics Based on the Covalent H-Bond Replacement and Amide Surrogate
title_sort design and synthesis of novel helix mimetics based on the covalent h-bond replacement and amide surrogate
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9863496/
https://www.ncbi.nlm.nih.gov/pubmed/36677838
http://dx.doi.org/10.3390/molecules28020780
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