Peptide-Polymer Conjugates, Loading Capacity, Poly(allyl glycidyl ether), Thiol-ene Conjugation
This material is based upon works supported by the Science Foundation Ireland under Strategic Research Cluster Grant 07/SRC/B1154 (Irish Drug Delivery Network). The authors would also like to acknowledge the Health Research Board (HRB; Grant No. PHD/2007/11 to A.M.).
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.
O'Connor A, Marsat JN, Mitrugno A, Flahive T, Moran N, Brayden D, Devocelle M. Poly(Ethylene glycol)-based backbones with high peptide loading capacities. Molecules. 2014;19(11):17559-17577.