Optimized synthesis of aminooxy-peptides as glycoprobe precursors for surface-based sugar–protein interaction studies

An improved procedure for solid phase coupling of Boc-aminooxyacetic acid to peptides is described. By avoiding base-containing activation mixtures which cause over-acylation, it practically suppresses this unwanted side reaction and leads to near quantitative yields of Aoa-peptides, useful as glyco...

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Detalles Bibliográficos
Autores principales: Jiménez-Castells, Carmen, de la Torre, Beatriz G., Gutiérrez Gallego, Ricardo, Andreu, David
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier Ltd. 2007
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7126385/
https://www.ncbi.nlm.nih.gov/pubmed/17629701
http://dx.doi.org/10.1016/j.bmcl.2007.06.090
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author Jiménez-Castells, Carmen
de la Torre, Beatriz G.
Gutiérrez Gallego, Ricardo
Andreu, David
author_facet Jiménez-Castells, Carmen
de la Torre, Beatriz G.
Gutiérrez Gallego, Ricardo
Andreu, David
author_sort Jiménez-Castells, Carmen
collection PubMed
description An improved procedure for solid phase coupling of Boc-aminooxyacetic acid to peptides is described. By avoiding base-containing activation mixtures which cause over-acylation, it practically suppresses this unwanted side reaction and leads to near quantitative yields of Aoa-peptides, useful as glycoprobe precursors in glycomic studies.
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spelling pubmed-71263852020-04-08 Optimized synthesis of aminooxy-peptides as glycoprobe precursors for surface-based sugar–protein interaction studies Jiménez-Castells, Carmen de la Torre, Beatriz G. Gutiérrez Gallego, Ricardo Andreu, David Bioorg Med Chem Lett Article An improved procedure for solid phase coupling of Boc-aminooxyacetic acid to peptides is described. By avoiding base-containing activation mixtures which cause over-acylation, it practically suppresses this unwanted side reaction and leads to near quantitative yields of Aoa-peptides, useful as glycoprobe precursors in glycomic studies. Elsevier Ltd. 2007-09-15 2007-07-05 /pmc/articles/PMC7126385/ /pubmed/17629701 http://dx.doi.org/10.1016/j.bmcl.2007.06.090 Text en Copyright © 2007 Elsevier Ltd. All rights reserved. Since January 2020 Elsevier has created a COVID-19 resource centre with free information in English and Mandarin on the novel coronavirus COVID-19. The COVID-19 resource centre is hosted on Elsevier Connect, the company's public news and information website. Elsevier hereby grants permission to make all its COVID-19-related research that is available on the COVID-19 resource centre - including this research content - immediately available in PubMed Central and other publicly funded repositories, such as the WHO COVID database with rights for unrestricted research re-use and analyses in any form or by any means with acknowledgement of the original source. These permissions are granted for free by Elsevier for as long as the COVID-19 resource centre remains active.
spellingShingle Article
Jiménez-Castells, Carmen
de la Torre, Beatriz G.
Gutiérrez Gallego, Ricardo
Andreu, David
Optimized synthesis of aminooxy-peptides as glycoprobe precursors for surface-based sugar–protein interaction studies
title Optimized synthesis of aminooxy-peptides as glycoprobe precursors for surface-based sugar–protein interaction studies
title_full Optimized synthesis of aminooxy-peptides as glycoprobe precursors for surface-based sugar–protein interaction studies
title_fullStr Optimized synthesis of aminooxy-peptides as glycoprobe precursors for surface-based sugar–protein interaction studies
title_full_unstemmed Optimized synthesis of aminooxy-peptides as glycoprobe precursors for surface-based sugar–protein interaction studies
title_short Optimized synthesis of aminooxy-peptides as glycoprobe precursors for surface-based sugar–protein interaction studies
title_sort optimized synthesis of aminooxy-peptides as glycoprobe precursors for surface-based sugar–protein interaction studies
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7126385/
https://www.ncbi.nlm.nih.gov/pubmed/17629701
http://dx.doi.org/10.1016/j.bmcl.2007.06.090
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