Side reactions. Words that cause a little shiver to run down every peptide chemists’ spine. As peptide chemists, we worry about both chemical side reactions like diketopiperazine or aspartimide rearrangements, and secondary structure formation as causes for failed peptide syntheses. But how do you know what to look for? What is a susceptible sequence and how can you confirm if one of these structural rearrangements has occurred?
In today’s post, I’ll discuss a couple strategies that have been published that illustrate how to identify if an aspartimide rearrangement has in fact occurred during your peptide synthesis.