Convenient introduction of a bisecting GlcNAc residue into multiantennary N-glycans as the ultimate residue
✍ Scribed by Steffen Eller; Claudia Raps; Mathäus Niemietz; Carlo Unverzagt
- Book ID
- 104097615
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 343 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A straightforward chemical synthesis was developed for multiantennary N-glycans of the complex-type containing a bisecting GlcNAc moiety. It was found that a bisecting GlcNAc can be introduced as the final residue despite considerable steric hindrance of the buried 4-hydroxyl group of the N-glycan acceptor. This approach circumvents the need for a temporary protecting group on the primary hydroxyl group of the central b-mannoside resulting in a shorter and more flexible synthesis. Thus the generation of N-glycans with an optional bisecting GlcNAc can be accomplished by a unified synthetic path using the same precursors and intermediates.