Efficient Chemoenzymatic Synthesis of N‐Glycans with a β1,4‐Galactosylated Bisecting GlcNAc Motif

Abstract: In human serum immunoglobulin G (IgG), a rare modification of biantennary complex N‐glycans lead to a β1,4‐galactosylated bisecting GlcNAc branch. We found that the bisecting GlcNAc on a biantennary core‐fucosylated N‐glycan was enzymatically galactosylated under stringent reaction conditions. Further optimizations led to an efficient enzymatic approach to this particular modification for biantennary substrates. Notably, tri‐ and tetra‐antennary complex N‐glycans were not converted by bovine galactosyltransferase. An N‐glycan with a galactosylated bisecting GlcNAc was linked to a lanthanide binding tag. The pseudo‐contact shifts (PCS) obtained from the corresponding Dy‐complex were used to calculate the conformational preferences of the rare N‐glycan. Besides two extended conformations only a single folded conformation was found.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Efficient Chemoenzymatic Synthesis of N‐Glycans with a β1,4‐Galactosylated Bisecting GlcNAc Motif ; volume:21 ; number:22 ; year:2020 ; pages:3212-3215 ; extent:4
ChemBioChem ; 21, Heft 22 (2020), 3212-3215 (gesamt 4)

Urheber
Weiss, Michael
Ott, Dimitri
Karagiannis, Theodoros
Weishaupt, Markus
Niemietz, Mathäus
Eller, Steffen
Lott, Marie
Martínez‐Orts, Mónica
Canales, Ángeles
Razi, Nahid
Paulson, James C.
Unverzagt, Carlo

DOI
10.1002/cbic.202000268
URN
urn:nbn:de:101:1-2022062007170503313899
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:34 MESZ

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Beteiligte

  • Weiss, Michael
  • Ott, Dimitri
  • Karagiannis, Theodoros
  • Weishaupt, Markus
  • Niemietz, Mathäus
  • Eller, Steffen
  • Lott, Marie
  • Martínez‐Orts, Mónica
  • Canales, Ángeles
  • Razi, Nahid
  • Paulson, James C.
  • Unverzagt, Carlo

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