Jump to main content
Jump to site search

Issue 11, 2011
Previous Article Next Article

Versatile synthesis of temperature-sensitive polypeptides by click grafting of oligo(ethylene glycol)

Author affiliations

Abstract

A series of novel temperature-sensitive polypeptides were synthesized by ring opening polymerization (ROP) of γ-propargyl-L-glutamateN-carboxyanhydride (PLG-NCA) and subsequent click reaction between the pendant alkyne groups and 1-(2-methoxyethoxy)-2-azidoethane (MEO2-N3) or 1-(2-(2-methoxyethoxy)ethoxy)-2-azidoethane (MEO3-N3). The efficient click grafting and structure of the resultant copolymers were verified by 1H NMR, 13C NMR and GPC. All the copolymers hold α-helix conformation, and could self-assemble into amphiphilic nanoparticles in aqueous solution with hydrodynamic radii (Rh) of 32.3–62.8 nm. The graft copolymers exhibited sharp temperature-dependent phase transitions, and the LCST could be adjusted from 22.3 to 74.1 °C by varying the molecular weight, the length of the OEG side chain, the polymer concentration and salt concentration. MTT assays revealed that the graft copolymers exhibited no detectable cytotoxicity at all test concentrations up to 1 mg mL−1. In vitrodegradation tests demonstrated that the graft copolymers could be degraded by proteinase K. The drug release behaviors from the PPLG112-g-MEO2 nanoparticles were evaluated at 37 °C and 15 °C using doxorubicin (DOX) as a model drug. The drug release behavior displayed thermosensitivity, and a sustained release profile was observed at physiological temperature. These results suggested that the novel biodegradable and biocompatible polypeptide derivatives with adjustable temperature sensitivity could be a promising material for biomedical applications.

Graphical abstract: Versatile synthesis of temperature-sensitive polypeptides by click grafting of oligo(ethylene glycol)

Back to tab navigation

Supplementary files

Article information


Submitted
20 Jun 2011
Accepted
15 Jul 2011
First published
22 Aug 2011

Polym. Chem., 2011,2, 2627-2634
Article type
Paper

Versatile synthesis of temperature-sensitive polypeptides by click grafting of oligo(ethylene glycol)

Y. Cheng, C. He, C. Xiao, J. Ding, X. Zhuang and X. Chen, Polym. Chem., 2011, 2, 2627
DOI: 10.1039/C1PY00281C

Social activity

Search articles by author

Spotlight

Advertisements