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Synthesis of protected precursors of chitin oligosaccharides by electrochemical polyglycosylation of thioglycosides.
Rahman, Md Azadur; Kuroda, Kana; Endo, Hirofumi; Sasaki, Norihiko; Hamada, Tomoaki; Sakai, Hiraku; Nokami, Toshiki.
Afiliação
  • Rahman MA; Department of Chemistry and Biotechnology, Tottori University, 4-101 Koyamacho-minami, Tottori City, 680-8552 Tottori, Japan.
  • Kuroda K; Department of Chemistry and Biotechnology, Tottori University, 4-101 Koyamacho-minami, Tottori City, 680-8552 Tottori, Japan.
  • Endo H; Department of Chemistry and Biotechnology, Tottori University, 4-101 Koyamacho-minami, Tottori City, 680-8552 Tottori, Japan.
  • Sasaki N; Department of Chemistry and Biotechnology, Tottori University, 4-101 Koyamacho-minami, Tottori City, 680-8552 Tottori, Japan.
  • Hamada T; Center for Research on Green Sustainable Chemistry, Faculty of Engineering, Tottori University, 4-101 Koyamacho-minami, Tottori City, 680-8552 Tottori, Japan.
  • Sakai H; Koganei Corporation, 3-11-28 Midorimachi, Koganei City, 184-8533 Tokyo, Japan.
  • Nokami T; Koganei Corporation, 3-11-28 Midorimachi, Koganei City, 184-8533 Tokyo, Japan.
Beilstein J Org Chem ; 18: 1133-1139, 2022.
Article em En | MEDLINE | ID: mdl-36105733
ABSTRACT
The synthesis of protected precursors of chitin oligosaccharides by electrochemical polyglycosylation of thioglycosides as monomer is described. Oligosaccharides up to the hexasaccharide were synthesized under optimized reaction conditions. Further, a modified method enabled the synthesis of oligosaccharides up to the octasaccharide by repeating electrolysis with additional monomers. The mechanism of the electrochemical polyglycosylation is also discussed, based on the oxidation potential of the monomer and oligosaccharides.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Beilstein J Org Chem Ano de publicação: 2022 Tipo de documento: Article
Texto completo
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Beilstein J Org Chem Ano de publicação: 2022 Tipo de documento: Article