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Enzymatic Building‐Block Synthesis for Solid‐Phase Automated Glycan Assembly
Automated chemical oligosaccharide synthesis is an attractive concept that has been successfully applied to a large number of target structures, but requires excess quantities of suitably protected and activated building blocks. Herein we demonstrate the use of biocatalysis to supply such reagents f...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7756758/ https://www.ncbi.nlm.nih.gov/pubmed/32857448 http://dx.doi.org/10.1002/anie.202008067 |
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author | Marchesi, Andrea Parmeggiani, Fabio Louçano, João Mattey, Ashley P. Huang, Kun Gupta, Tanistha Salwiczek, Mario Flitsch, Sabine L. |
author_facet | Marchesi, Andrea Parmeggiani, Fabio Louçano, João Mattey, Ashley P. Huang, Kun Gupta, Tanistha Salwiczek, Mario Flitsch, Sabine L. |
author_sort | Marchesi, Andrea |
collection | PubMed |
description | Automated chemical oligosaccharide synthesis is an attractive concept that has been successfully applied to a large number of target structures, but requires excess quantities of suitably protected and activated building blocks. Herein we demonstrate the use of biocatalysis to supply such reagents for automated synthesis. By using the promiscuous NmLgtB‐B β1‐4 galactosyltransferase from Neisseria meningitidis we demonstrate fast and robust access to the LacNAc motif, common to many cell‐surface glycans, starting from either lactose or sucrose as glycosyl donors. The enzymatic product was shown to be successfully incorporated as a complete unit into a tetrasaccharide target by automated assembly. |
format | Online Article Text |
id | pubmed-7756758 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-77567582020-12-28 Enzymatic Building‐Block Synthesis for Solid‐Phase Automated Glycan Assembly Marchesi, Andrea Parmeggiani, Fabio Louçano, João Mattey, Ashley P. Huang, Kun Gupta, Tanistha Salwiczek, Mario Flitsch, Sabine L. Angew Chem Int Ed Engl Communications Automated chemical oligosaccharide synthesis is an attractive concept that has been successfully applied to a large number of target structures, but requires excess quantities of suitably protected and activated building blocks. Herein we demonstrate the use of biocatalysis to supply such reagents for automated synthesis. By using the promiscuous NmLgtB‐B β1‐4 galactosyltransferase from Neisseria meningitidis we demonstrate fast and robust access to the LacNAc motif, common to many cell‐surface glycans, starting from either lactose or sucrose as glycosyl donors. The enzymatic product was shown to be successfully incorporated as a complete unit into a tetrasaccharide target by automated assembly. John Wiley and Sons Inc. 2020-10-02 2020-12-07 /pmc/articles/PMC7756758/ /pubmed/32857448 http://dx.doi.org/10.1002/anie.202008067 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Marchesi, Andrea Parmeggiani, Fabio Louçano, João Mattey, Ashley P. Huang, Kun Gupta, Tanistha Salwiczek, Mario Flitsch, Sabine L. Enzymatic Building‐Block Synthesis for Solid‐Phase Automated Glycan Assembly |
title | Enzymatic Building‐Block Synthesis for Solid‐Phase Automated Glycan Assembly |
title_full | Enzymatic Building‐Block Synthesis for Solid‐Phase Automated Glycan Assembly |
title_fullStr | Enzymatic Building‐Block Synthesis for Solid‐Phase Automated Glycan Assembly |
title_full_unstemmed | Enzymatic Building‐Block Synthesis for Solid‐Phase Automated Glycan Assembly |
title_short | Enzymatic Building‐Block Synthesis for Solid‐Phase Automated Glycan Assembly |
title_sort | enzymatic building‐block synthesis for solid‐phase automated glycan assembly |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7756758/ https://www.ncbi.nlm.nih.gov/pubmed/32857448 http://dx.doi.org/10.1002/anie.202008067 |
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