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Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention

Arabinogalactan, a microheterogeneous polysaccharide occurring in plants, is known for its allergy‐protective activity, which could potentially be used for preventive allergy treatment. New treatment options are highly desirable, especially in a preventive manner, due to the constant rise of atopic...

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Autores principales: Krumb, Matthias, Jäger, Maximilian, Voss, Alice, Immig, Loreen, Peters, Karin, Kowalczyk, Danuta, Bufe, Albrecht, Opatz, Till, Holst, Otto, Vogel, Christian, Peters, Marcus
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7821321/
https://www.ncbi.nlm.nih.gov/pubmed/32579239
http://dx.doi.org/10.1002/chem.202002287
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author Krumb, Matthias
Jäger, Maximilian
Voss, Alice
Immig, Loreen
Peters, Karin
Kowalczyk, Danuta
Bufe, Albrecht
Opatz, Till
Holst, Otto
Vogel, Christian
Peters, Marcus
author_facet Krumb, Matthias
Jäger, Maximilian
Voss, Alice
Immig, Loreen
Peters, Karin
Kowalczyk, Danuta
Bufe, Albrecht
Opatz, Till
Holst, Otto
Vogel, Christian
Peters, Marcus
author_sort Krumb, Matthias
collection PubMed
description Arabinogalactan, a microheterogeneous polysaccharide occurring in plants, is known for its allergy‐protective activity, which could potentially be used for preventive allergy treatment. New treatment options are highly desirable, especially in a preventive manner, due to the constant rise of atopic diseases worldwide. The structural origin of the allergy‐protective activity of arabinogalactan is, however, still unclear and isolation of the polysaccharide is not feasible for pharmaceutical applications due to a variation of the activity of the natural product and contaminations with endotoxins. Therefore, a pentasaccharide partial structure was selected for total synthesis and subsequently coupled to a carrier protein to form a neoglycoconjugate. The allergy‐protective activity of arabinogalactan could be reproduced with the partial structure in subsequent in vivo experiments. This is the first example of a successful simplification of arabinogalactan with a single partial structure while retaining its allergy‐preventive potential.
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spelling pubmed-78213212021-01-29 Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention Krumb, Matthias Jäger, Maximilian Voss, Alice Immig, Loreen Peters, Karin Kowalczyk, Danuta Bufe, Albrecht Opatz, Till Holst, Otto Vogel, Christian Peters, Marcus Chemistry Communications Arabinogalactan, a microheterogeneous polysaccharide occurring in plants, is known for its allergy‐protective activity, which could potentially be used for preventive allergy treatment. New treatment options are highly desirable, especially in a preventive manner, due to the constant rise of atopic diseases worldwide. The structural origin of the allergy‐protective activity of arabinogalactan is, however, still unclear and isolation of the polysaccharide is not feasible for pharmaceutical applications due to a variation of the activity of the natural product and contaminations with endotoxins. Therefore, a pentasaccharide partial structure was selected for total synthesis and subsequently coupled to a carrier protein to form a neoglycoconjugate. The allergy‐protective activity of arabinogalactan could be reproduced with the partial structure in subsequent in vivo experiments. This is the first example of a successful simplification of arabinogalactan with a single partial structure while retaining its allergy‐preventive potential. John Wiley and Sons Inc. 2020-10-27 2021-01-13 /pmc/articles/PMC7821321/ /pubmed/32579239 http://dx.doi.org/10.1002/chem.202002287 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-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Krumb, Matthias
Jäger, Maximilian
Voss, Alice
Immig, Loreen
Peters, Karin
Kowalczyk, Danuta
Bufe, Albrecht
Opatz, Till
Holst, Otto
Vogel, Christian
Peters, Marcus
Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention
title Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention
title_full Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention
title_fullStr Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention
title_full_unstemmed Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention
title_short Total Synthesis of a Partial Structure from Arabinogalactan and Its Application for Allergy Prevention
title_sort total synthesis of a partial structure from arabinogalactan and its application for allergy prevention
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7821321/
https://www.ncbi.nlm.nih.gov/pubmed/32579239
http://dx.doi.org/10.1002/chem.202002287
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