6-Acetylthiohexyl acrylate (ATA) is a methacrylate-based monomer most commonly used in the synthesis of thiol-functionalized polymers and copolymers. Thiols are commonly used in drug delivery systems to form disulfide bonds as reversible cross linkers due to their stability and capability to be reductively cleaved once internalized into cells. However, it is difficult to polymerize monomers with free thiols. ATA features an acetate-protected thiol that can be easily deprotected post-polymerization to yield a comb-like polymer with thiol-terminated, pendant aliphatic chains.
Chemical communications (Cambridge, England), 48(61), 7542-7552 (2012-06-28)
(Bio)degradation in response to external stimuli (stimuli-responsive degradation, SRD) is a desired property in constructing novel nanostructured materials. For polymer-based multifunctional drug delivery applications, the degradation enables fast and controlled release of encapsulated therapeutic drugs from delivery vehicles in targeted
Amphiphilic block copolymers with pendant thiol groups in side chains by RAFT polymerization.
Hrsic E, et al.
Polymer, 54(2), 495-504 (2013)
Temperature-responsive mixed core nanoparticle properties determined by the composition of statistical and block copolymers in the core.
Journal of the American Chemical Society, 126(8), 2355-2361 (2004-02-26)
A block catiomer polyplex, showing a high stability in the extracellular medium and an efficient release of plasmid DNA (pDNA) in the intracellular compartment, was developed by controlling both the cationic charge and disulfide cross-linking densities of the backbone polycations.
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