It was attempted to synthesize two scaffolds that with the CLIPSTM reaction can link two
cysteine residues within a linear peptide to make a peptide loop. Both scaffolds could make
loops of different peptides and then they can be attached to each other using oxime formation.
In this way mimics of discontinuous protein binding sites can be synthesized. These mimics
should be able to vaccinate the human body to prevent and to cure illness and also to prevent
pregnancy, depending on the peptides.
Two CLIPS scaffolds have been fruitfully synthesized, one with an aldehyde moiety, 2 and
one with an alkoxyamine group 1. One scaffold was successfully attached to a peptide using
the CLIPS technology. Further, it can be concluded from test reactions that oxime formation
between a test aldehyde and a mimic of the alkoxyamine scaffold could take place in peptide
friendly conditions and at low concentrations (1 mM). And it was found that the oxime forms
quick by aniline catalysis. That is why it can be assumed that the synthesized scaffolds will be
very useful in the mimicking of the binding site of proteins with important functions.