Severov V V, Belianchikov I M, Pazynina G V, Bovin N V
Bioorg Khim. 2007 Jan-Feb;33(1):131-47. doi: 10.1134/s1068162007010141.
The following spacered oligosaccharides were synthesized: GlcNAcbetal-3Galbetal-4GlcNAcbeta-sp, GlcNAcbetal-6Galbeta1-4GlcNAcbeta -sp, GlcNAcbeta -3(GlcNAcbeta1-6)Galbeta-4GllcNAcbeta-sp, Galbeta1-4GlcNAcbeta1-3Galbeta1-4GlcNAcbeta-sp, Galbeta1-4GlcNAcbetal-6Galbetal-4GlcNAcbeta-sp, Galbeta1-4GlcNAcbeta -3(Galbeta1-4GlcNAcbeta 1-6)Galbeta1-4GlcNAcbeta-sp, GlcNAcbeta1-3(Galbeta1-4GlcNAcbetal-6)Galbeta 1-4GlcNAcbeta-sp, and Galbeta1-4GlcNAcbetal-3(GlcNAcbetal-6)Galbetal-4GlcNAcbeta-sp (sp = O(CH2)2NH2). They represent N-acetyllactosamines substituted with N-acetylgly-cosamine or N-acetyllalctosamine residue at 03, O6, or at both positions of galactose. Glycosylation was achieved by coupling with N-trichloroethoxycarbonyl-protected glucosamine bromide in the presence of silver triflate.
GlcNAcβ1-3Galβ1-4GlcNAcβ-sp、GlcNAcβ1-6Galβ1-4GlcNAcβ-sp、GlcNAcβ-3(GlcNAcβ1-6)Galβ-4GlcNAcβ-sp、Galβ1-4GlcNAcβ1-3Galβ1-4GlcNAcβ-sp、Galβ1-4GlcNAcβ1-6Galβ1-4GlcNAcβ-sp、Galβ1-4GlcNAcβ-3(Galβ1-4GlcNAcβ1-6)Galβ1-4GlcNAcβ-sp、GlcNAcβ1-3(Galβ1-4GlcNAcβ1-6)Galβ1-4GlcNAcβ-sp以及Galβ1-4GlcNAcβ1-3(GlcNAcβ1-6)Galβ1-4GlcNAcβ-sp(sp = O(CH2)2NH2)。它们代表在半乳糖的O3、O6或这两个位置被N-乙酰葡糖胺或N-乙酰乳糖胺残基取代的N-乙酰乳糖胺。糖基化是通过在三氟甲磺酸银存在下与N-三氯乙氧羰基保护的葡糖胺溴化物偶联来实现 的。