Solid-phase glycopeptide synthesis of tyrosine-glycosylated glycogenin fragments as substrates for glucosylation by glycogenin

Abstract
The four building blocks Nα-Fmoc-Tyr(Bz4-α-D-Glc)-OPfp 1, Nα-Fmoc-Tyr(Bz4-β-D-Glc)-OPfp 2, Nα-Fmoc-Tyr[Bz4-α-D-Glc(1→4)-Bz3-α-D-Glc]-OPfp 3 and Nα-Fmoc-Tyr[Ac4-α-D-Glc(1→4)-Ac3-β-D-Glc]-OPfp 4 were used in continuous-flow solid-phase synthesis of four 25-amino-acid-long glycopeptides 5–8 related to glycogenin. The unglycosylated peptide 9 was synthesized as well, and the five glycogenin fragments were tested as acceptors for glucosyl transfer by recombinant glycogenin.

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