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Synthesis of Two Tetrasaccharide Pentenyl Glycosides Related to the Pectic Rhamnogalacturonan I Polysaccharide.

ABSTRACT: The synthesis of two protected tetrasaccharide pentenyl glycosides with diarabinan and digalactan branching related to the pectic polysaccharide rhamnogalacturonan I is reported. The strategy relies on the coupling of N-phenyl trifluoroacetimidate disaccharide donors to a common rhamnosyl acceptor. The resulting trisaccharide thioglycosides were finally coupled to an n-pentenyl galactoside acceptor to access the two protected branched tetrasaccharides.

SUBMITTER: Zakharova AN

PROVIDER: S-EPMC6017268 | biostudies-other | 2018 Feb

REPOSITORIES: biostudies-other

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Synthesis of Two Tetrasaccharide Pentenyl Glycosides Related to the Pectic Rhamnogalacturonan I Polysaccharide.

Zakharova Alexandra N AN Awan Shahid I SI Nami Faranak F Gotfredsen Charlotte H CH Madsen Robert R Clausen Mads H MH

Molecules (Basel, Switzerland) 20180203 2

The synthesis of two protected tetrasaccharide pentenyl glycosides with diarabinan and digalactan branching related to the pectic polysaccharide rhamnogalacturonan I is reported. The strategy relies on the coupling of <i>N</i>-phenyl trifluoroacetimidate disaccharide donors to a common rhamnosyl acceptor. The resulting trisaccharide thioglycosides were finally coupled to an <i>n</i>-pentenyl galactoside acceptor to access the two protected branched tetrasaccharides. ...[more]

PMID: 29401687

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