Synthesis of N-glycopeptides Applying Glycoamino Acid Building Blocks with a Combined Fmoc/Boc Strategy
Kinga Rakosi, Orsolya Szolomajer-Csikos, Laszlo Kalmar, Zoltan Szurmai, Janos Kerekgyarto and Gabor K. Toth
Affiliation: Department of Medical Chemistry, Faculty of General Medicine, University of Szeged, 6720 Szeged Dom ter 8., Hungary.
Keywords: Carbohydrates, Boc deprotection, N-glycopeptides, solid-phase synthesis, tin(IV) chlorideCarbohydrates, Boc deprotection, N-glycopeptides, solid-phase synthesis, tin(IV) chloride
Mono-, di- and trisaccharide representing the reducing terminal of the core structure of N-glycans were incorporated into Leu-Lys-Asn-Gly-Gly-Pro hexapeptide that is a partial structure of the Trp-cage mini-protein by linear assembly. These studies provide evidence that the used combination of Fmoc and Boc strategy and mild conditions result in glycopeptides in high purity and reasonable yield.
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