A benzoin-derived diol linker was synthesized and used to generate biocompatible polyesters that can be fully decomposed on demand upon UV irradiation. Extensive structural optimization of the linker unit was performed to enable the defined encapsulation of diverse organic compounds in the polymeric structures and allow for a well-controllable polymer cleavage process. Selective tracking of the release kinetics of encapsulated model compounds from the polymeric nano- and microparticle containers was performed by confocal laser scanning microscopy in a proof-of-principle study. The physicochemical properties of the incorporated and released model compounds ranged from fully hydrophilic to fully hydrophobic. The demonstrated biocompatibility of the utilized polyesters and degradation products enables their use in advanced applications, for example, for the smart packaging of UV-sensitive pharmaceuticals, nutritional components, or even in the area of spatially selective self-healing processes.
Keywords: UV light; microstructures; nanostructures; photochemistry; polyesters.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Azobenzene-aminoglycoside: Self-assembled smart amphiphilic nanostructures for drug delivery.Colloids Surf B Biointerfaces. 2015 Nov 1;135:150-7. doi: 10.1016/j.colsurfb.2015.07.026. Epub 2015 Jul 21. Colloids Surf B Biointerfaces. 2015. PMID: 26255160
Synthesis of intracellular reduction-sensitive amphiphilic polyethyleneimine and poly(ε-caprolactone) graft copolymer for on-demand release of doxorubicin and p53 plasmid DNA.Acta Biomater. 2016 Jul 15;39:79-93. doi: 10.1016/j.actbio.2016.05.003. Epub 2016 May 3. Acta Biomater. 2016. PMID: 27154500
Selective laser sintering fabrication of nano-hydroxyapatite/poly-ε-caprolactone scaffolds for bone tissue engineering applications.Int J Nanomedicine. 2013;8:4197-213. doi: 10.2147/IJN.S50685. Epub 2013 Nov 1. Int J Nanomedicine. 2013. PMID: 24204147 Free PMC article.
Polymeric vesicles: from drug carriers to nanoreactors and artificial organelles.Acc Chem Res. 2011 Oct 18;44(10):1039-49. doi: 10.1021/ar200036k. Epub 2011 May 24. Acc Chem Res. 2011. PMID: 21608994 Review.
Self-folding polymeric containers for encapsulation and delivery of drugs.Adv Drug Deliv Rev. 2012 Nov;64(14):1579-89. doi: 10.1016/j.addr.2012.02.012. Epub 2012 Mar 6. Adv Drug Deliv Rev. 2012. PMID: 22425612 Free PMC article. Review.