Amphiphilic graft polymer with reduction breakable main chain prepared via click polymerization and grafting onto
Amphiphilic graft polymer PSS-g-Pal/PEG with reduction breakable main chain was synthesized via click polymerization of dialkynyl (containing disulfide bond) and diazide (containing pendant diol) and one-pot grafting onto of hydrophobic palmitate (Pal) and hydrophilic methoxy poly(ethylene glycol) (PEG). PSS-g-Pal/PEG is able to form polymeric micelles by self-assembly in water via dialysis. Polymeric micelles are nano-sized spheres and the particle size is approximately 70 nm. Of note, polymeric micelles are reduction-responsive owing to the disulfide bonds in main chain of PSS-g-Pal/PEG. Therefore, polymeric micelles prepared from amphiphilic graft polymer PSS-g-Pal/PEG are able to fast release the drugs in the presence of the reducing agents such as DL-dithiothreitol (DTT).
KeywordsAmphiphilic graft polymer Reduction-responsive Click polymerization Grafting onto Micelles Drug delivery applications
This work was financially supported by the National Natural Science Foundation of China (Nos. 51703209 and 21603196), the Natural Science Foundation of Hubei Province (No. 2017CFB217), and the Fundamental Research Funds for the Central Universities, China University of Geosciences (Wuhan) (Nos. CUG170601 and CUGL170406).
Compliance with ethical standards
Conflict of interest
The authors declare that they have no competing interests.
- Bhattacharya A, Misra BN (2004) Grafting: a versatile means to modify polymers—techniques, factors and applications. Prog Polym Sci 29:767–814. https://doi.org/10.1016/j.progpolymsci.2004.05.002 CrossRefGoogle Scholar
- Dai Y, Wang HQ, Zhang XJ (2017a) Polyion complex micelles prepared by self-assembly of block-graft polycation and hyperbranched polyanion. J Nanopart Res 19:298. https://doi.org/10.1007/s11051-017-3997-1
- Dai Y, Wang HQ, Zhang XJ (2017b) Reduction-responsive interlayer-crosslinked micelles prepared from star-shaped copolymer via click chemistry for drug controlled release. J Nanopart Res 19(8) https://doi.org/10.1007/s11051-017-4082-5
- Dai Y, Zhang XJ, Zhuo RX (2016b) Amphiphilic linear-hyperbranched polymer poly(ethylene glycol)-branched polyethylenimine-poly(E-caprolactone): synthesis, self-assembly and application as stabilizer of platinum nanoparticles. Polym Int 65:691–697. https://doi.org/10.1002/pi.5118 CrossRefGoogle Scholar
- Lian H, Du Y, Chen X, Duan LJ, Gao GH, Xiao CS, Zhuang XL (2017) Core cross-linked poly(ethylene glycol)-graft-Dextran nanoparticles for reduction and pH dual responsive intracellular drug delivery. J Colloid Interface Sci 496:201–210. https://doi.org/10.1016/j.jcis.2017.02.032 CrossRefGoogle Scholar
- Meng FH, Hennink WE, Zhong Z (2009) Reduction-sensitive polymers and bioconjugates for biomedical applications. Biomaterials 30:2180–2198. https://doi.org/10.1016/j.biomaterials.2009.01.026 CrossRefGoogle Scholar
- Qin AJ, Lam JWY, Jim CKW, Zhang L, Yan JJ, Haussler M, Liu JZ, Dong YQ, Liang DH, Chen EQ, Jia GC, Tang BZ (2008) Hyperbranched polytriazoles: click polymerization, regioisomeric structure, light emission, and fluorescent patterning. Macromolecules 41:3808–3822. https://doi.org/10.1021/ma800538m CrossRefGoogle Scholar
- Zhang XJ, Chen FJ, Zhong ZL, Zhuo RX (2010) Amphiphilic block-graft copolymers with a degradable backbone and polyethylene glycol pendant chains prepared via ring-opening polymerization of a macromonomer. Macromol Rapid Commun 31:2155–2159. https://doi.org/10.1002/marc.201000392 CrossRefGoogle Scholar
- Zhang XJ, Zhang ZG, Zhong ZL, Zhuo RX (2012) Amphiphilic block-graft copolymers poly(ethylene glycol)-b-(polycarbonates-g-palmitate) prepared via the combination of ring-opening polymerization and click chemistry. J Polym Sci Pol Chem 50:2687–2696. https://doi.org/10.1002/pola.26051 CrossRefGoogle Scholar