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ChemInform Abstract: Synthesis of Protected Hexp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3 Sequences (Hex: β-D- Glc, 4-deoxy-4-fluoro-β-D-Gal, or 4-deoxy-β-D-Gal) Using a Glc-GlcNPhth Donor, Eventually Fluorinated or Deoxygenated at the Oligosaccharide Level.

✍ Scribed by J. A. L. M. VAN DORST; A. F. VOSKAMP; J. P. KAMERLING; J. F. G. VLIEGENTHART


Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


Synthesis of Protected Hexp-(1 → 4)-β-D-GlcpNAc-(1 → 2)-α-D-Manp-(1 → O)(CH2)7CH3 Sequences (Hex: β-D-Glc, 4-deoxy-4fluoro-β-D-Gal, or 4-deoxy-β-D-Gal) Using a Glc-GlcNPhth Donor, Eventually Fluorinated or Deoxygenated at the Oligosaccharide Level.

-The title trisaccharide derivatives are prepared with the aim to study the acceptor specificity of glycosyltransferases involved in termination of N-acetyllactosamine-type N-glycans. In the syntheses, the supremacy of the use of modified monosaccharide donors and a general disaccharide acceptor over the introduction of modifications at the level of oligosaccharides is indicated. Monosaccharide donors of optimal reactivity are developed for each modifiaction. -( VAN DORST,