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DOI: 10.1055/a-1440-9386
Convergent Synthesis of Branched β-Glucan Tridecasaccharides Ready for Conjugation
Authors
We are grateful for financial support from the National Natural Science Foundation of China (Nos. 21672194 and 21977088), the National Natural Science Foundation of China-Shandong Joint Fund (No. U1906213), and the Natural Science Foundation of Shandong Province (No. ZR2018MB015).
Abstract
Structurally defined and pure oligosaccharides corresponding to β-glucans have attracted great attention because of their potential properties as immunostimulating agents and as antigens of vaccine candidates. We herein describe a convergent synthesis of ready-to-conjugate tridecasaccharides composed of a β-1,3-glucan nonasaccharide backbone and a β-1,6-glucan tetrasaccharide branch. The assembly was achieved by employing trichloroacetimidate glycosylations and features the gram-scale preparation of the nonasaccharide backbone and installation of the tetrasaccharide branch involving orthoester rearrangement to the glycoside.
Key words
β-glucans - glycosyl trichloroacetimidates - oligosaccharide synthesis - orthoester rearrangement - convergent synthesisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1440-9386.
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Publication History
Received: 19 February 2021
Accepted after revision: 16 March 2021
Accepted Manuscript online:
16 March 2021
Article published online:
12 April 2021
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