Department of Chemistry and Biotechnology, Tottori University, 4-101 Koyamacho Minami, Tottori City, 680-8552 Tottori, Japan.
Koganei Corporation, 3-11-28 Midorimachi, Koganei City, 184-8533 Tokyo, Japan.
Chem Commun (Camb). 2022 Jul 14;58(57):7948-7951. doi: 10.1039/d2cc02287g.
Electrochemical synthesis of unnatural cyclic oligosaccharides composed of -acetylglucosamine with α-1,4-glycosidic linkages has been accomplished. A thioglycoside monomer equipped with the 2,3-oxazolidinone protecting group was used to prepare linear oligosaccharides by electrochemical polyglycosylation. In the same pot, isomerization of the linear oligosaccharides and intramolecular electrochemical glycosylation for cyclization were also conducted sequentially to obtain the precursor of the cyclic α-1,4-oligo--acetylglucosamine 'cyclokasaodorin'.
已成功实现了由 -乙酰葡萄糖胺和α-1,4-糖苷键组成的非天然环状寡糖的电化学合成。使用带有 2,3-恶唑烷酮保护基的硫代糖苷单体，通过电化学聚糖苷化制备线性寡糖。在同一个锅中，线性寡糖的异构化和分子内电化学糖苷化进行环化，从而得到环状α-1,4-寡糖'环卡沙多林'的前体。
