posted on 2015-07-17, 00:00authored byLaurent Raibaut, Hervé Drobecq, Oleg Melnyk
The
cyclic dichalcogenides based on the bis(2-chalcogenoethyl)amide structure
are latent N,S (SEA, chalcogen =
S) or N,Se (SeEA, chalcogen = Se)
acyl shift systems. The large difference in the reducing potential
between SEA and SeEA dichalcogenides allows their sequential and selective
activation by reduction. Based on these concepts, one-pot three or
four peptide segment assembly processes were designed, facilitating
access to branched or cyclic peptide scaffolds.