Ligand-presenting assembly: a method for C- and N-terminal antigen presentation

Achiral dicarboxylic acids were coupled with 2 eq. of the free or-amino gro ups of two fully side-chain protected peptide chains while these were still attached to a synthesis resin. Cleavage from the resin with simultaneous s ide-chain deprotection afforded two assembled peptide chains with free C-te rminals. Suitable functionalization of the achiral dicarboxylic acid altern atively permited continued peptide synthesis in a C to N orientation leadin g to a final peptide assembly which, after cleavage from the resin, may hav e multiple N to C and C to N presentation of one or more epitopes.