Nnanabu, Ernest (2006-05). C10 semi-peptoid beta-turn peptidomimetics: syntheses, characterization and biological studies. Master's Thesis. Thesis uri icon

abstract

  • Over the years, the Burgess group has been focusing on the preparation and testing of small molecules that mimic protein secondary structures for protein-protein interactions. The most successful compounds made are C10 peptide macrocycles that effectively mimic ??-turns and have given promising results from biological testing. These peptide macrocycles have also been dimerized to give even more effective ligands for protein-protein interaction. The successes of the peptide macrocycles have enabled us to look into increasing the chemical diversity of our libraries. This we believe will not only improve our ability to obtain high affinity ligands for the receptors of interest, but will also allow us to investigate other receptors. To achieve this, peptoids were incorporated into the C10 system to replace the peptides in the i+1 and i+2 positions. With the help of Microwave irradiation, semi-peptoid macrocycles were synthesized with a total reaction time of less than 2 h. These compounds were characterized and found to mimic ??-turn, and show promising biological activity towards the Insulin-like growth factor 1 receptor (IGF-IR).
  • Over the years, the Burgess group has been focusing on the preparation and
    testing of small molecules that mimic protein secondary structures for protein-protein
    interactions. The most successful compounds made are C10 peptide macrocycles that
    effectively mimic ??-turns and have given promising results from biological testing. These
    peptide macrocycles have also been dimerized to give even more effective ligands for
    protein-protein interaction.
    The successes of the peptide macrocycles have enabled us to look into increasing
    the chemical diversity of our libraries. This we believe will not only improve our ability
    to obtain high affinity ligands for the receptors of interest, but will also allow us to
    investigate other receptors. To achieve this, peptoids were incorporated into the C10
    system to replace the peptides in the i+1 and i+2 positions. With the help of Microwave
    irradiation, semi-peptoid macrocycles were synthesized with a total reaction time of less
    than 2 h. These compounds were characterized and found to mimic ??-turn, and show
    promising biological activity towards the Insulin-like growth factor 1 receptor (IGF-IR).

publication date

  • May 2006