Tips, tricks and insights about all things solid phase peptide synthesis – a blog by Biotage
Synthesis of peptides containing three disulfide bonds: can it be fully automated?
I have experimented a lot with disulfide rich peptides lately, finding conditions that work well for not only the linear synthesis, but also for on-resin cysteine oxidations. Although simple scaffolds are useful for determining orthogonal protecting group removal and cysteine oxidation conditions, many of the peptides of interest today are much more complex – three or more disulfide bonds, and often head-to-tail cyclization.
In today’s post, I put to use three orthogonal protection strategies to optimize a fully automated synthesis of linaclotide.