We present herein the development of a new synthetic strategy for the conjugation
of 4,4′-bipyridinium derivatives into peptide scaffolds. The methodology, based on
the development of a solid-phase version of the Zincke reaction between activated
pyridinium salts and amines, is able to produce the desired conjugates in a straightforward
fashion, with the bipyridinium units attached at the N-terminus of peptides or at Lys side chains of N-terminal acetylated peptides.
Key words
peptide-based conjugates - viologens - Zincke reaction - solid phase peptide synthesis
(SPPS) - synthetic methodology