Glycosyl Amino Acids and Glycopeptides

V. A. Campo, I. Carvalho, S. Allman, B. G. Davis, and R. A. Field, Chemical and chemoenzymatic synthesis of glycosyl-amino acids and glycopeptides related to Trypanosoma cruzi mucins, Org. Biomol. Chem., 5 (2007) 2645-2657. 

Free sugars have been determined without derivatization by high performance capillary electrophoresis with refractometric detection. Complex carbohydrates, such as 0-glycosylated amino acids and glycopeptides, in urine have been... 

The most effective and general route to synthetic glycopeptides includes the employment of glycosylated amino acids in stepwise solid-phase syntheses based on... 

The linear assembly of glycosylated amino acids in particular usually provides well-defined products following this approach, the required carbohydrate structure is attached to an amino acid residue, typically serine and threonine for O-linked glycopeptides and asparagine for N-linked glycopeptides (Fig. I).16... 

A crucial step in the chemical synthesis of glycopeptides is the incorporation of the saccharide into the peptide. Two approaches can be considered to accomplish this the direct glycosylation of a properly protected full-length peptide and the use of a preformed glycosylated amino acid building block for the stepwise synthesis of the peptide backbone (Scheme 1). 

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