Synthesis of Protected Precursors of Chitin Oligosaccharides by Electrochemical Polyglycosylation of Thioglycosides

Submitting author affiliation:
Tottori University, Tottori city, Japan

Beilstein Arch. 2022, 202258.

Published 04 Jul 2022

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Synthesis of protected precursors of chitin oligosaccharides by electrochemical polyglycosylation of thioglycosides as a monomer is described. Oligosaccharides up to hexasaccharide were synthesized under the optimized reaction conditions. The modified method by repeating electrolysis with additional monomers enabled synthesis of oligosaccharides up to octasaccharide. Mechanism of electrochemical polyglycosylation was also discussed based on the oxidation potentials of the monomer and oligosaccharides.

Keywords: electrochemical glycosylation; glucosamine; oligosaccharide; oxidation potential; polyglycosylation

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Rahman, M. A.; Kuroda, K.; Endo, H.; Sasaki, N.; Hamada, T.; Sakai, H.; Nokami, T. Beilstein Arch. 2022, 202258. doi:10.3762/bxiv.2022.58.v1

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