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Automated synthesis of sialylated oligosaccharides

Sialic acid-containing glycans play a major role in cell-surface interactions with external partners such as cells and viruses. Straightforward access to sialosides is required in order to study their biological functions on a molecular level. Here, automated oligosaccharide synthesis was used to fa...

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Detalles Bibliográficos
Autores principales: Esposito, Davide, Hurevich, Mattan, Castagner, Bastien, Wang, Cheng-Chung, Seeberger, Peter H
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3510992/
https://www.ncbi.nlm.nih.gov/pubmed/23209492
http://dx.doi.org/10.3762/bjoc.8.183
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author Esposito, Davide
Hurevich, Mattan
Castagner, Bastien
Wang, Cheng-Chung
Seeberger, Peter H
author_facet Esposito, Davide
Hurevich, Mattan
Castagner, Bastien
Wang, Cheng-Chung
Seeberger, Peter H
author_sort Esposito, Davide
collection PubMed
description Sialic acid-containing glycans play a major role in cell-surface interactions with external partners such as cells and viruses. Straightforward access to sialosides is required in order to study their biological functions on a molecular level. Here, automated oligosaccharide synthesis was used to facilitate the preparation of this class of biomolecules. Our strategy relies on novel sialyl α-(2→3) and α-(2→6) galactosyl imidates, which, used in combination with the automated platform, provided rapid access to a small library of conjugation-ready sialosides of biological relevance.
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spelling pubmed-35109922012-12-03 Automated synthesis of sialylated oligosaccharides Esposito, Davide Hurevich, Mattan Castagner, Bastien Wang, Cheng-Chung Seeberger, Peter H Beilstein J Org Chem Full Research Paper Sialic acid-containing glycans play a major role in cell-surface interactions with external partners such as cells and viruses. Straightforward access to sialosides is required in order to study their biological functions on a molecular level. Here, automated oligosaccharide synthesis was used to facilitate the preparation of this class of biomolecules. Our strategy relies on novel sialyl α-(2→3) and α-(2→6) galactosyl imidates, which, used in combination with the automated platform, provided rapid access to a small library of conjugation-ready sialosides of biological relevance. Beilstein-Institut 2012-09-21 /pmc/articles/PMC3510992/ /pubmed/23209492 http://dx.doi.org/10.3762/bjoc.8.183 Text en Copyright © 2012, Esposito et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Esposito, Davide
Hurevich, Mattan
Castagner, Bastien
Wang, Cheng-Chung
Seeberger, Peter H
Automated synthesis of sialylated oligosaccharides
title Automated synthesis of sialylated oligosaccharides
title_full Automated synthesis of sialylated oligosaccharides
title_fullStr Automated synthesis of sialylated oligosaccharides
title_full_unstemmed Automated synthesis of sialylated oligosaccharides
title_short Automated synthesis of sialylated oligosaccharides
title_sort automated synthesis of sialylated oligosaccharides
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3510992/
https://www.ncbi.nlm.nih.gov/pubmed/23209492
http://dx.doi.org/10.3762/bjoc.8.183
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