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Biodegradable Poly(disulfide)s Derived from RAFT Polymerization: Monomer Scope, Glutathione Degradation, and Tunable Thermal Responses
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Phillips, Daniel J. and Gibson, Matthew I. (2012) Biodegradable Poly(disulfide)s Derived from RAFT Polymerization: Monomer Scope, Glutathione Degradation, and Tunable Thermal Responses. Biomacromolecules, Vol. 13 (No. 10). pp. 3200-3208. doi:10.1021/bm300989s ISSN 1525-7797.
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Official URL: http://dx.doi.org/10.1021/bm300989s
Abstract
Telechelic, RAFT (reversible addition–fragmentation chain transfer)-derived macromonomers with a pyridyl disulfide end-group were converted into high molecular weight, disulfide-linked polymers using a polycondensation, step-growth procedure. The applicability of the method to polycondense a library of macromonomers with different functionalities including (meth)acrylates and acrylamides was investigated. Side-chain sterics were found to be important as nonlinear poly(ethylene glycol) analogues, which proved incompatible with this synthetic methodology, as were methacrylates due to their pendant methyl group. This method was used to incorporate disulfide bonds into poly(N-isopropylacrylamide), pNIPAM, precursors to give dual-responsive (thermo- and redox) materials. These polymers were shown to selectively degrade in the presence of intracellular concentrations of glutathione but be stable at low concentrations. Due to the molecular weight-dependent cloud point of pNIPAM, the lower critical solution temperature behavior could be switched off by a glutathione gradient without a temperature change: an isothermal transition.
Item Type: | Journal Article | ||||
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||
Journal or Publication Title: | Biomacromolecules | ||||
Publisher: | American Chemical Society | ||||
ISSN: | 1525-7797 | ||||
Official Date: | 2012 | ||||
Dates: |
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Volume: | Vol. 13 | ||||
Number: | No. 10 | ||||
Page Range: | pp. 3200-3208 | ||||
DOI: | 10.1021/bm300989s | ||||
Status: | Peer Reviewed | ||||
Publication Status: | Published | ||||
Access rights to Published version: | Restricted or Subscription Access |
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