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Synthesis of a LEC14 nonasaccharide, a core-fucosylated, biantennary N-glycan with a novel GlcNAc residue in the core region

✍ Scribed by Ingo Prahl; Carlo Unverzagt


Book ID
104211381
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
90 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


The recently found core substitution of N-glycans termed LEC14 is characterized by a GlcNAc residue linked b(1,2) to the central b-mannoside. Starting from a pentasaccharide building block functionalized for core-fucosylated N-glycans the total synthesis of a protected LEC14 nonasaccharide was accomplished. The key step of the synthesis was the introduction of the additional b(1,2)-linked GlcNAc residue that was highly dependent on the solvent and appears to proceed via an amide acetal intermediate.