Functional neoglycopeptides: synthesis and characterization of a new class of MUC1 glycoprotein models having core 2-based O-glycan and complex-type N-glycan chains.

摘要: An efficient protocol for the construction of MUC1-related glycopeptide analogues having complex O-glycan and N-glycan chains was established by integrating chemical enzymatic approaches on functional polymer platforms. We demonstrated feasibility sortase A-mediated ligation between two segments tagging with signal peptides, LPKTGLR GG, at each C- or N-terminal position. Structural analysis macromolecular N,O-glycopeptides performed means ESI-TOFMS (MS/MS) equipped an electron-captured dissociation device. Immunological assay using MUC1 glycopeptides synthesized in this study revealed that N-glycosylation near antigenic O-glycosylated PDTR motif did not disturb interaction anti-MUC1 monoclonal antibody crucial O-glycopeptide moiety. NMR indicated immunodominant region [Ala-Pro-Asp-Thr(O-glycan)-Arg] forms inverse γ-turn-like structure, while C-terminal composed N-glycopeptide an...