Synthesis of potential antimicrobial peptide mimetics, peptoids

Thea Veidiksen, Sandra Abildgaard Dokkedal & Alaa Ayad Al-Meshaiki

Studenteropgave: Fagmodulprojekt

Abstrakt

During the last 10years, natural macrocyclic peptides have been tested as antimicrobial drugs against E.Coli, ect, with positive results. Because peptides are naturally occurring, infectious diseases are prone to become resistant to them the same way some of them have become resistant to common antibiotics. Therefore, researchers are looking for new potential treatments for these diseases. A good candidate for a future treatment is the peptidomimetic, peptoid, due to their much more stable chemical structure. They mimic the properties of antimicrobial peptides by having the sidechains on the nitrogen instead of the chiral carbon.
In this project peptoids are synthesized by using sub-monomer solid phase peptoid synthesis. A manual protocol was followed and included activation of resin (deprotection), bromoacetylation, displacement (amine addition) and cleavage of the product from the resin. This is done to try and retrieve pure peptoids. Solid phase synthesis allows a generation of a linear structure compared to the solution phase synthesis, where cyclization of a heterocyclic precursor is involved. In this project, we synthesized 6 peptoids. To analyze the peptoids we used HPLC-MS to identify, purify and quantify the components in the sample. The peptoids were identified even though some errors occurred with the synthesis which may have affected the purity of the peptoids.

UddannelserKemi, (Bachelor/kandidatuddannelse) Bachelor
SprogEngelsk
Udgivelsesdatomaj 2019
Antal sider54
VejledereBiljana Mojsoska

Emneord

  • Syntese
  • peptoid