Maleimide functionalized poly(ε-caprolactone)-block-poly(ethylene glycol) (PCL-PEG-MAL): Synthesis, nanoparticle formation, and thiol conjugation

Shengxiang Ji, Zhengxi Zhu, Thomas R. Hoye, Christopher W. Macosko

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

Carboxylic acid terminated poly(ε-caprolactone)s (PCL-COOHs) with narrow polydispersity were synthesized and coupled with poly(ethylene glycol) (HO-PEG-OH) to afford PCL-PEG-OH copolymers. The hydroxyl groups in the PCL-PEG-OHs were then converted to maleimide groups to afford maleimide terminated PCL-PEG-MALs that contained 70-90% maleimide functionality. Nanoparticles with maleimide functionality on their surfaces were prepared by impingement mixing. Particle sizes and size distributions were determined by dynamic light scattering. Conjugation of reduced glutathione with model maleimides and two MALfunctional nanoparticles was also demonstrated. The amount of accessible maleimide on the particle surface was measured using Ellman's reagent to range between ≈51-67%.

Original languageEnglish (US)
Pages (from-to)823-831
Number of pages9
JournalMacromolecular Chemistry and Physics
Volume210
Issue number10
DOIs
StatePublished - May 22 2009

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