Versatile Approaches to Sugar Amino Acid Building Blocks as Precursors of Glycopeptides
FH - HES
Keywords:Glycopeptides, Staudinger ligation, Sugar amino acid templates, Sugar azide
AbstractThe synthesis of monosaccharide units functionalised with different amino acids is described herein. Sugar amino acid templates linked at position 6 of the sugar were prepared by various nucleophilic substitutions introducing a spacer of variable length or by traceless Staudinger ligation. Sugar amino acid templates attached at the anomeric position and representing a class of precursors of glycopeptides were synthesized in three steps via addition of a solution of trimethylsilylnitrate-trimethylsilylazide on a glycal, followed by subsequent reduction of the sugar azide and coupling with diverse amino acids.
How to Cite
C. Jablonski-Lorin, M. Nold, A. Bodenmüller, E. Hungerbühler, Chimia 2007, 61, 286, DOI: 10.2533/chimia.2006.286.
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