Abstract

The synthesis of galacturonate disaccharides has been performed from suitable protected monosaccharides. The use of orthogonal protecting groups allowed us to obtain both methyl galacturonates and galacturonic acid precursors as glycosylation donors or acceptors from a unique monosaccharide derivative. The protecting groups used allowed selective introduction of a fatty acid chain to the non-reducing end of a disaccharide. Furthermore, we explored the preparation of galacturonate conjugated to a carrier protein, and determined the number of sugar residues coupled to the protein by MALDI-MS.

Keywords: Synthesis, galacturonate, glycosylation, conjugates, MALDI-MS, Deprotection, TEMPO-oxidation, Hydrogermylation, luminescence, BSA CONJUGATES, Analytical thin, 1H, 13C nuclear magnetic resonance (NMR) spectra, allyl galactopyranoside, UV-MALDI-TOF mass spectrometry analysis, phenothiazine