N-Acetyl-D-Glucosamine → beta-D-galactosyl-(1->4)-N-acetyl-D-glucosamine

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Reaction Steps

The 1H-NMR spectrum of the difucosylated product (FIG. 3C, Table 3) showed that two fucoses had been transferred to the acceptor, yielding the glycan 4. The H-1 signals of the fucoses resonated at 5.117 ppm and 4.078(α)/5.091(β) ppm (3FucH-1 and 6FucH-1, respectively). In glycan 4 also the H-1 signals of 3Gal and 6Gal were shifted (-0.027 and -0.028 ppm, respectively) compared to the corresponding signals in glycan 3. In contrast, the H-1 signal of the branching galactose was practically unaffected, showing that the GlcNAc in the reducing end was not fucosylated. This confirms and extends previous data showing that branch forming Galβ1-4GlcNAc residues of polylactosamines are not fucosylated under the conditions used (Niemela et al., Glycoconjugate J. 12: 36-44 (1995)).

Provenance & Evidence