Novel Tn antigen-containing neoglycopeptides: synthesis and evaluation as anti tumor vaccines Original Research Article

The fully unprotected α-C-glycosyl analogue of N-acetylgalactosamine 9 was conjugated by a non-natural oxime bond to the segment peptides 328–340OVA and 327–339OVA, affording neoglycopeptides 1–2 and 3, having one or two sugar units, respectively. The three neoglycopeptides were tested in vitro in an antigen presentation assay as antitumor vaccines. Neoglycopeptides 1–3 could be presented to and recognized by the T cell receptor; neoglycopeptide 3, bearing two B-epitopes, was presented to the TCR with higher efficiency, compared to neoglycopeptide 2, having only one B-epitope.