Native N-glycopeptide thioester synthesis through N→S acyl transfer

Peptide thioesters are important tools for the total synthesis of proteins using native chemical ligation (NCL). Preparation of glycopeptide thioesters, that enable the assembly of homogeneously glycosylated proteins, is complicated by the perceived fragile nature of the sugar moiety. Herein, we dem...

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Detalles Bibliográficos
Autores principales: Premdjee, Bhavesh, Adams, Anna L., Macmillan, Derek
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier Science Ltd 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3160546/
https://www.ncbi.nlm.nih.gov/pubmed/21676613
http://dx.doi.org/10.1016/j.bmcl.2011.05.059
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author Premdjee, Bhavesh
Adams, Anna L.
Macmillan, Derek
author_facet Premdjee, Bhavesh
Adams, Anna L.
Macmillan, Derek
author_sort Premdjee, Bhavesh
collection PubMed
description Peptide thioesters are important tools for the total synthesis of proteins using native chemical ligation (NCL). Preparation of glycopeptide thioesters, that enable the assembly of homogeneously glycosylated proteins, is complicated by the perceived fragile nature of the sugar moiety. Herein, we demonstrate the compatibility of thioester formation via N→S acyl transfer with native N-glycopeptides and report observations that will aid in their preparation.
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spelling pubmed-31605462011-09-29 Native N-glycopeptide thioester synthesis through N→S acyl transfer Premdjee, Bhavesh Adams, Anna L. Macmillan, Derek Bioorg Med Chem Lett Article Peptide thioesters are important tools for the total synthesis of proteins using native chemical ligation (NCL). Preparation of glycopeptide thioesters, that enable the assembly of homogeneously glycosylated proteins, is complicated by the perceived fragile nature of the sugar moiety. Herein, we demonstrate the compatibility of thioester formation via N→S acyl transfer with native N-glycopeptides and report observations that will aid in their preparation. Elsevier Science Ltd 2011-09-01 /pmc/articles/PMC3160546/ /pubmed/21676613 http://dx.doi.org/10.1016/j.bmcl.2011.05.059 Text en © 2011 Elsevier Ltd. https://creativecommons.org/licenses/by/3.0/ Open Access under CC BY 3.0 (https://creativecommons.org/licenses/by/3.0/) license
spellingShingle Article
Premdjee, Bhavesh
Adams, Anna L.
Macmillan, Derek
Native N-glycopeptide thioester synthesis through N→S acyl transfer
title Native N-glycopeptide thioester synthesis through N→S acyl transfer
title_full Native N-glycopeptide thioester synthesis through N→S acyl transfer
title_fullStr Native N-glycopeptide thioester synthesis through N→S acyl transfer
title_full_unstemmed Native N-glycopeptide thioester synthesis through N→S acyl transfer
title_short Native N-glycopeptide thioester synthesis through N→S acyl transfer
title_sort native n-glycopeptide thioester synthesis through n→s acyl transfer
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3160546/
https://www.ncbi.nlm.nih.gov/pubmed/21676613
http://dx.doi.org/10.1016/j.bmcl.2011.05.059
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AT adamsannal nativenglycopeptidethioestersynthesisthroughnsacyltransfer
AT macmillanderek nativenglycopeptidethioestersynthesisthroughnsacyltransfer

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