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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. (2017). Pushing the Limits of Automated Glycan Assembly: Synthesis of a 50mer Polymannoside. Chemical Communications. doi:10.1039/C7CC04380E.

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Naresh, Kottari1, Autor
Schuhmacher, Frank2, Autor           
Hahm, Heung Sik2, Autor           
Seeberger, Peter3, Autor           
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              
3Peter H. Seeberger, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_2040285              

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 Zusammenfassung: 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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 Datum: 2017-07-17
 Publikationsstatus: Online veröffentlicht
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 Identifikatoren: DOI: 10.1039/C7CC04380E
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Titel: Chemical Communications
  Andere : Chem. Commun.
Genre der Quelle: Zeitschrift
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Ort, Verlag, Ausgabe: Cambridge, UK : Royal Society of Chemistry
Seiten: - Band / Heft: - Artikelnummer: - Start- / Endseite: - Identifikator: ISSN: 1359-7345