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  Automated glycan assembly of Lewis type I and II oligosaccharide antigens

Guberman, M., Bräutigam, M., & Seeberger, P. H. (2019). Automated glycan assembly of Lewis type I and II oligosaccharide antigens. Chemical Science, 10(21), 5634-5640. doi:10.1039/c9sc00768g.

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Item Permalink: https://hdl.handle.net/21.11116/0000-0004-6271-E Version Permalink: https://hdl.handle.net/21.11116/0000-0006-578C-B
Genre: Journal Article

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 Creators:
Guberman, Mónica1, Author           
Bräutigam, Maria1, Author           
Seeberger, Peter H.2, Author           
Affiliations:
1Peter H. Seeberger - Vaccine Development, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863308              
2Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863306              

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 Abstract: Human blood group related glycan antigens are fucosylated (neo-)lactoseries oligosaccharides that play
crucial roles in pathogenic processes. Lewis type-II-chain antigens mark the surface of cancer cells, but
are also mediators of bacterial infections. To investigate the biological roles of Lewis type glycans a host
of synthetic approaches has been developed. Here, we illustrate how automated glycan assembly (AGA)
using a set of six monosaccharide building blocks provides quick access to a series of more than ten
defined Lewis type-I and type-II antigens, including Lex, Ley, Lea, Leb and KH-1. Glycans with up to three
a-fucose branches were assembled following a strictly linear approach and obtained in excellent
stereoselectivity and purity.

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 Dates: 2019-04-292019
 Publication Status: Issued
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 Identifiers: DOI: 10.1039/c9sc00768g
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Title: Chemical Science
  Other : Chem. Sci.
Source Genre: Journal
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Publ. Info: Cambridge, UK : Royal Society of Chemistry
Pages: - Volume / Issue: 10 (21) Sequence Number: - Start / End Page: 5634 - 5640 Identifier: ISSN: 2041-6520