Glycoconjugate Journal

, Volume 12, Issue 1, pp 36–44 | Cite as

α1,3-Fucosylation of branched blood group I-type oligo-(N-acetyllactosamino)glycans by human milk transferases is restricted to distalN-acetyllactosamine units: The resulting isomers are separated by WGA-agarose chromatography

  • Ritva Niemelä
  • Jari Natunen
  • Elina Brotherus
  • Annamari Saarikangas
  • Ossi Renkonen
Lectin Papers

Abstract

A partially purified preparation of α1,3-fucosyltransferase(s) from human milk was used to [14C]fucosylate oligosac-charides containing Galβ1-4GlcNAc units. Substitution ofN-acetyllactosamine at position 3′ with a β-linkedN-acetylglucosamine enhanced the reactivity of the acceptor, whereas similar substitution at position 6′ was inhibitory. Thus, the trisaccharide GlcNAcβl-6Galβ1-4GlcNAc (5), the branched tetrasaccharide GlcNAcβ1-3(GlcNAcβ1-6)Galβ1-4GlcNAc (11) and the triply branched decasaccharide GlcNAcβ1-3(GlcNAcβ1-6)Galβl-4GlcNAcβ1-3[GlcNAcβ1-3(GlcNAcβ1-6)Galβ1-4GlcNAcβ1-6]Galβ1-4GlcNAc (26) gave remarkably poor yields of α1,3-fucosylated products in comparison to GlcNAcβ1-3Galβ1-4GlcNAc (3). β1,4-Galactosyl derivatives of5 and11, however, gave good yields of α1,3-fucosylated products, but the fucosylation was restricted to the distalN-acetyllactosamine units of Galβ1-4GlcNAcβ1-6Galβ1-4GlcNAc (16), Galβ1-4GlcNAcβ1-3(Galβ1-4GlcNAcβ1-6)Galβ1-4GlcNAc (18) and also in Galα1-3Galβ1-4GlcNAcβ1-3(Galα1-3Galβ1-4GlcNAcβ1-6)Galβ1-4GlcNAc (22). Immobilized wheat germ agglutinin (WGA), possessing high affinity for16 [1], revealed no affinity for the fucosylated derivative Galβ1-4(Fucα1-3)GlcNAcβ1-6Galβ1-4GlcNAc (17). The isomeric heptasaccharides Galβ1-4(Fucα1-3)GlcNAcβ1-3(Galβ1-4GlcNAcβ1-6)Galβ1-4GlcNAc (19) and Galβ1-4GlcNAcβ1-3[Galβ1-4(Fucα1-3)GlcNAcβ1-6]Galβ1-4GlcNAc (20) were readily separated from each other on WGA-agarose, and so were the isomeric nonasaccharides Galα1-3Galβ1-4(Fucα1-3)GlcNAcβ1-3(Galα1-3Galβ1-4GlcNAcβ1-6)Galβ1-4GlcNAc (23) and Galα1-3Galβ1-4GlcNAcβ1-3[Galα1-3Galβ1-4(Fucα1-3)GlcNAcβ1-6]Galβ1-4GlcNAc (24).

Keywords

α1,3-fucosyltransferase(s) human milk Lewis x WGA-agarose chromatography isomer separation 

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Copyright information

© Chapman & Hall 1995

Authors and Affiliations

  • Ritva Niemelä
    • 1
  • Jari Natunen
    • 1
  • Elina Brotherus
    • 1
  • Annamari Saarikangas
    • 1
  • Ossi Renkonen
    • 1
  1. 1.Institute of Biotechnology and Department of BiochemistryUniversity of HelsinkiUniversity of HelsinkiFinland

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