Poly(Ethylene glycol)-based backbones with high peptide loading capacities

Molecules. 2014 Oct 30;19(11):17559-77. doi: 10.3390/molecules191117559.

Abstract

Polymer-peptide conjugates are a promising class of compounds, where polymers can be used to overcome some of the limitations associated with peptides intended for therapeutic and/or diagnostic applications. Linear polymers such as poly(ethylene glycol) can be conjugated through terminal moieties and have therefore limited loading capacities. In this research, functionalised linear poly(ethylene glycol)s are utilised for peptide conjugation, to increase their potential loading capacities. These poly(ethylene glycol) derivatives are conjugated to peptide sequences containing representative side-chain functionalised amino acids, using different conjugation chemistries, including copper-catalysed azide-alkyne cycloaddition, amide coupling and thiol-ene reactions. Conjugation of a sequence containing the RGD motif to poly(allyl glycidyl ether) by the thiol-ene reaction, provided a conjugate which could be used in platelet adhesion studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Amino Acids / chemistry
  • Azides / chemistry
  • Blood Platelets / drug effects
  • Epoxy Compounds / chemistry
  • Humans
  • Peptides / chemistry*
  • Peptides / pharmacology*
  • Polyethylene Glycols / chemistry*
  • Polymers / chemistry
  • Sulfhydryl Compounds / chemistry

Substances

  • Alkynes
  • Amino Acids
  • Azides
  • Epoxy Compounds
  • Peptides
  • Polymers
  • Sulfhydryl Compounds
  • Polyethylene Glycols
  • allyl glycidyl ether