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One-Pot Assembly of the Highly Branched Tetradecasaccharide from <i>Ganoderma lucidum</i> Glycan GLSWA-1 with Immune-Enhancing Activities

Zhiyuan Chen, Guozhi Xiao

2023Organic Letters12 citationsDOI

Abstract

The highly branched tetradecasaccharide repeating unit and shorter sequences of GLSWA-1 with immune-enhancing activities from Ganoderma lucidum have been prepared via a one-pot glycan assembly strategy. The synthetic route features (1) orthogonal one-pot glycosylation on the basis of PVB glycosylation to streamline glycan synthesis avoiding such issues as aglycone transfer, (2) one-pot assembly of oligosaccharides with up to four different glycosyl linkages, and (3) modular and convergent [4+5+5] one-pot assembly of the highly branched tetradecasaccharide.

Topics & Concepts

ChemistryGlycanGlycosylationGanoderma lucidumAglyconeModular designCombinatorial chemistryStereochemistryBiochemistryGlycosideGlycoproteinFood scienceComputer scienceOperating systemCarbohydrate Chemistry and SynthesisPolysaccharides and Plant Cell Walls
One-Pot Assembly of the Highly Branched Tetradecasaccharide from <i>Ganoderma lucidum</i> Glycan GLSWA-1 with Immune-Enhancing Activities | Litcius