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  Pushing the Limits of Automated Glycan Assembly: Synthesis of a 50mer Polymannoside

Naresh, K., Schuhmacher, F., Hahm, H. S., & Seeberger, P. H. (2017). Pushing the Limits of Automated Glycan Assembly: Synthesis of a 50mer Polymannoside. Chemical Communications, 53(65), 9085-9088. doi:10.1039/C7CC04380E.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-002D-A51F-3 Version Permalink: http://hdl.handle.net/21.11116/0000-0006-5903-3
Genre: Journal Article

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 Creators:
Naresh, Kottari1, Author
Schuhmacher, Frank2, Author              
Hahm, Heung Sik2, Author              
Seeberger, Peter H.2, Author              
Affiliations:
1Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, Potsdam-Golm Science Park, Am Mühlenberg 1 OT Golm, 14476 Potsdam, DE, ou_1863286              
2Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863306              

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Free keywords: Open Access
 Abstract: Automated glycan assembly (AGA) enables rapid access to oligosaccharides. The overall length of polymers created via automated solid phase synthesis depends on very high yields at every step to obtain full length product. The synthesis of long polymers serves as the ultimate test of the efficiency and reliability of synthetic processes. A series of Man-(1[rightward arrow]6)-[small alpha]-Man linked oligosaccharides up to a 50mer, the longest synthetic sequence yet assembled from monosaccharides, has been realized via a 102 step synthesis. We identified a suitable mannose building block and applied a capping step in the final five AGA cycles to minimize (n-1) deletion sequences that are otherwise difficult to remove by HPLC.

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 Dates: 2017-07-172017
 Publication Status: Published in print
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 Identifiers: DOI: 10.1039/C7CC04380E
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Title: Chemical Communications
  Other : Chem. Commun.
Source Genre: Journal
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Publ. Info: Cambridge, UK : Royal Society of Chemistry
Pages: - Volume / Issue: 53 (65) Sequence Number: - Start / End Page: 9085 - 9088 Identifier: ISSN: 1359-7345