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

Matthias KrumbMaximilian JägerAlice VossLoreen ImmigKarin PetersDanuta KowalczykAlbrecht BufeJason SirleafOtto HolstChristian VogelMarcus Peters
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2020)
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.
Keyphrases
  • atopic dermatitis
  • infectious diseases
  • climate change
  • small molecule
  • protein protein
  • binding protein