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Molecules 2014, 19(11), 17559-17577; doi:10.3390/molecules191117559

Poly(Ethylene Glycol)-Based Backbones with High Peptide Loading Capacities

1
Department of Pharmaceutical and Medicinal Chemistry, Centre for Synthesis and Chemical Biology, Royal College of Surgeons in Ireland, 123 St Stephen's Green, Dublin 2, Ireland
2
Department of Molecular and Cellular Therapeutics, Royal College of Surgeons in Ireland, 123 St Stephen's Green, Dublin 2, Ireland
3
UCD School of Veterinary Medicine and UCD Conway Institute, University College Dublin, Belfield, Dublin 4, Ireland
*
Author to whom correspondence should be addressed.
Received: 18 August 2014 / Revised: 9 October 2014 / Accepted: 11 October 2014 / Published: 30 October 2014
(This article belongs to the Special Issue Peptide Chemistry)
View Full-Text   |   Download PDF [398 KB, uploaded 30 October 2014]   |  

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. View Full-Text
Keywords: peptide-polymer conjugates; loading capacity; poly(allyl glycidyl ether); thiol-ene conjugation peptide-polymer conjugates; loading capacity; poly(allyl glycidyl ether); thiol-ene conjugation
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

O'Connor, A.; Marsat, J.-N.; Mitrugno, A.; Flahive, T.; Moran, N.; Brayden, D.; Devocelle, M. Poly(Ethylene Glycol)-Based Backbones with High Peptide Loading Capacities. Molecules 2014, 19, 17559-17577.

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