Volume 247, 2023

Electrochemical synthesis of the protected cyclic (1,3;1,6)-β-glucan dodecasaccharide

Abstract

Automated electrochemical assembly is an electrochemical method to synthesise middle-sized molecules, including linear oligosaccharides, and some linear oligosaccharides can be electrochemically converted into the corresponding cyclic oligosaccharides effectively. In this study, the target cyclic oligosaccharide is a protected cyclic (1,3;1,6)-β-glucan dodecasaccharide, which consists of two types of glucose trisaccharides with β-(1,3)- and β-(1,6)-glycosidic linkages. The formation of the protected cyclic dodecasaccharide was confirmed by the electrochemical one-pot dimerisation–cyclisation of the semi-circular hexasaccharide. The yield of the protected cyclic dodecasaccharide was improved by using a stepwise synthesis via the linear dodecasaccharide.

Graphical abstract: Electrochemical synthesis of the protected cyclic (1,3;1,6)-β-glucan dodecasaccharide

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
20 фев. 2023
Accepted
15 мар. 2023
First published
16 мар. 2023

Faraday Discuss., 2023,247, 59-69

Author version available

Electrochemical synthesis of the protected cyclic (1,3;1,6)-β-glucan dodecasaccharide

A. Shibuya, Y. Ishisaka, A. Saito, M. Kato, S. Manmode, H. Komatsu, M. A. Rahman, N. Sasaki, T. Itoh and T. Nokami, Faraday Discuss., 2023, 247, 59 DOI: 10.1039/D3FD00045A

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