Jump to main content
Jump to site search

Issue 46, 2017
Previous Article Next Article

The power of the ring: a pH-responsive hydrophobic epoxide monomer for superior micelle stability

Author affiliations

Abstract

Despite the growing interest in amphiphilic block copolymers for their application in micelles as ideal drug delivery carriers, there remain some challenges related to biocompatibility, stability, degradability, and loading efficiency of the micelles. Herein, we report a novel hydrophobic, pH-responsive epoxide monomer, tetrahydropyranyl glycidyl ether (TGE). Anionic ring-opening polymerization affords the controlled synthesis of a series of its homopolymers (PTGE) and amphiphilic polymers, poly(ethylene glycol)-block-poly(tetrahydropyranyl glycidyl ether) (PEG-b-PTGE). Interestingly, these block copolymers with cyclic TGE moieties showed superior stability in biological media, high loading capacity, tunable release, and controllable degradation compared to the block copolymers with its acyclic analogue, 1-ethoxyethyl glycidyl ether (EEGE), widely employed in polyether, which satisfy all the required design principles and address the challenges in drug delivery systems. The superior biocompatibility coupled with the high stability of the novel functional epoxide monomer is anticipated to lead to the development of a versatile platform for smart drug delivery systems.

Graphical abstract: The power of the ring: a pH-responsive hydrophobic epoxide monomer for superior micelle stability

Back to tab navigation

Supplementary files

Publication details

The article was received on 20 sep. 2017, accepted on 05 okt. 2017 and first published on 06 okt. 2017


Article type: Paper
DOI: 10.1039/C7PY01613A
Citation: Polym. Chem., 2017,8, 7119-7132
  •   Request permissions

    The power of the ring: a pH-responsive hydrophobic epoxide monomer for superior micelle stability

    J. Song, L. Palanikumar, Y. Choi, I. Kim, T. Heo, E. Ahn, S. Choi, E. Lee, Y. Shibasaki, J. Ryu and B. Kim, Polym. Chem., 2017, 8, 7119
    DOI: 10.1039/C7PY01613A

Search articles by author

Spotlight

Advertisements