ISSN:
1573-4986
Keywords:
α1,3-fucosyltransferase(s)
;
human milk
;
Lewis x
;
WGA-agarose chromatography
;
isomer separation
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
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).
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00731866
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