"Clip" and "click" chemistries combination: toward easy PEGylation of degradable aliphatic polyesters

Hélène Freichels; Vincent Pourcelle; Cécile S Le Duff; Jacqueline Marchand-Brynaert; Christine Jérôme

doi:10.1002/marc.201000803

"Clip" and "click" chemistries combination: toward easy PEGylation of degradable aliphatic polyesters

Macromol Rapid Commun. 2011 Apr 4;32(7):616-21. doi: 10.1002/marc.201000803. Epub 2011 Mar 7.

Authors

Hélène Freichels¹, Vincent Pourcelle, Cécile S Le Duff, Jacqueline Marchand-Brynaert, Christine Jérôme

Affiliation

¹ Center for Education and Research on Macromolecules (CERM), University of Liège, Sart-Tilman B6a, B-4000 Liège, Belgium.

PMID: 21438062
DOI: 10.1002/marc.201000803

Abstract

α-Methoxy-ω-alkyne poly(ethylene glycol) (PEG) was tagged with pendent N-hydroxy-succinimidyl activated esters by photografting of a molecular clip. This easily synthesized heterofunctional PEG was found to be a versatile building block for (i) conjugation with an amino derivative and (ii) grafting to azido functional aliphatic polyesters backbone by Huisgen's 1,3-dipolar cycloaddition. This original combination of "clip" and "click" reactions provides a versatile and straightforward pathway for the synthesis of functional amphiphilic and degradable copolymers valuable for biomedical applications such as in drug-delivery.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkynes / chemical synthesis*
Click Chemistry
Polyesters / chemical synthesis*
Polyethylene Glycols / chemical synthesis*
Polyethylene Glycols / chemistry

Substances

Alkynes
Polyesters
Polyethylene Glycols