Synthesis of a new unnatural polysaccharide, 2-deoxy-β(1→3)-glucan, by β−1,3-glucan phosphorylase-catalyzed enzymatic polymerization

Abstract We successfully synthesized a new unnatural polysaccharide, 2-deoxy-β(1→3)-glucan, by β−1,3-glucan phosphorylase-catalyzed enzymatic polymerization of a D-glucal monomer from a cellobiose primer, owing to recognition of such non-native substrates by the enzyme. Because of solubility of the product in several high polar organic solvents, acetylation as an example of its derivatizations smoothly occurred using acetic anhydride in the presence of base/catalyst in a DMF solvent. The NMR analysis of the acetylated derivative strongly supported the β(1→3)-linked chain structure.

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Publication Details

Journal
Chemistry Letters
Published
2024-08-20
DOI
https://doi.org/10.1093/chemle/upae167
Primary Topic
Polysaccharides and Plant Cell Walls
Type
article
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article

Synthesis of a new unnatural polysaccharide, 2-deoxy-β(1→3)-glucan, by β−1,3-glucan phosphorylase-catalyzed enzymatic polymerization

Masayasu Totani, Jun‐ichi Kadokawa, Masa-aki Iwamoto, Hayato Ishii et al.
Chemistry Letters
Polysaccharides and Plant Cell Walls
article

Synthesis of a new unnatural polysaccharide, 2-deoxy-β(1→3)-glucan, by β−1,3-glucan phosphorylase-catalyzed enzymatic polymerization

Masayasu Totani, Jun‐ichi Kadokawa, Masa-aki Iwamoto, Hayato Ishii, T. TAKAGAKI
article en

Abstract

Abstract We successfully synthesized a new unnatural polysaccharide, 2-deoxy-β(1→3)-glucan, by β−1,3-glucan phosphorylase-catalyzed enzymatic polymerization of a D-glucal monomer from a cellobiose primer, owing to recognition of such non-native substrates by the enzyme. Because of solubility of the product in several high polar organic solvents, acetylation as an example of its derivatizations smoothly occurred using acetic anhydride in the presence of base/catalyst in a DMF solvent. The NMR analysis of the acetylated derivative strongly supported the β(1→3)-linked chain structure.

Chemistry LettersVol. 53(9)
Kagoshima University (JP), Nara Medical University (JP)
Openalex Percentile: Top 92%
Polysaccharides and Plant Cell Walls
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