AI Article Synopsis
- Lactotetraosyl (Lc4) and neo-lactotetraosyl (nLc4) are foundational structures in glycans, and their assembly was achieved through automated glycan assembly.
- The study illustrated the successful addition of complex sugar elements, including α-fucoses and α(1,3)-galactose, as well as a specific 3-O-sulfate in the HNK-1 pentasaccharide.
- Important findings were made about the interactions between glycosylating agents, nucleophiles, and the stability of the linkers used in the assembly process.
Article Abstract
Lactotetraosyl (Lc4) and neo-lactotetraosyl (nLc4) are backbones that are common to many glycans. Using automated glycan assembly, these common core structures were constructed and elaborated to access synthetically challenging glycans of biological relevance. The incorporation of α-fucoses is demonstrated for H-type I and II; α(1,3)-galactose epitopes were prepared, and the pentasaccharide HNK-1 required incorporation of a 3-O-sulfate. In addition to preparing the target structures, essential insights were gained regarding the relationships of glycosylating agents and nucleophiles as well as the linker stability.
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| http://dx.doi.org/10.1021/acs.joc.6b00554 | DOI Listing |
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