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All-glucose block copolysaccharides with alternated α- and β-configured blocks do not exist in nature. Such polysaccharides, and materials made thereof, might exhibit very interesting properties due to the different supramolecular structures of the two α- and β-configured blocks. This would be helical for starch and linear for cellulose in the case of a non-derivatized all-glucose polysaccharide. We propose a synthetic pathway for the preparation of methylated and acetylated building blocks of cellulose and amylose for the regioselective modification at the non-reducing and reducing end to act as glycosyl acceptors and donors, respectively. The glycosyl acceptors with the opposite α- or β-configured blocks were prepared by acid-catalyzed methanolysis of permethylated amylose as well as cellulose. The regioselectively modified glycosyl donors and acceptors were successfully used in the preparation of block copolysaccharides with an α(1 → 4)-configured and a β(1 → 4)-configured oligo- or polysaccharide block, respectively.
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http://dx.doi.org/10.1021/acs.biomac.1c01673 | DOI Listing |
Biomacromolecules
October 2024
Université de Bordeaux, CNRS, Bordeaux INP, Laboratoire de chimie des polymères organiques (LCPO), UMR 5629, F-33600 Pessac, France.
Carbohydr Polym
December 2024
Université de Bordeaux, CNRS, Bordeaux INP, Laboratoire de chimie des polymères organiques (LCPO), UMR 5629, 33600 Pessac, France. Electronic address:
Dihydrazide (ADH) and dioxyamine (PDHA) were assessed for their efficacy in coupling chitosan and dextran via their reducing ends. Initially, the end-functionalization of the individual polysaccharide blocks was investigated. Under non-reducing conditions, chitosan with a 2,5-anhydro-D-mannose unit at its reducing end exhibited high reactivity with both PDHA and ADH.
View Article and Find Full Text PDFBiomacromolecules
June 2022
Chair for Biogenic Polymers, TUM Campus Straubing for Biotechnology and Sustainability, Technical University of Munich, Schulgasse 16, Straubing 94315, Germany.
All-glucose block copolysaccharides with alternated α- and β-configured blocks do not exist in nature. Such polysaccharides, and materials made thereof, might exhibit very interesting properties due to the different supramolecular structures of the two α- and β-configured blocks. This would be helical for starch and linear for cellulose in the case of a non-derivatized all-glucose polysaccharide.
View Article and Find Full Text PDF