A New Versatile Water-Soluble Iniferter Platform for the Preparation of Molecularly Imprinted Nanoparticles by Photopolymerisation in Aqueous Media.
The multi-step synthesis of a new water-soluble dithiocarbamate iniferter platform for the preparation of nanoparticles and -gels in aqueous solvents by photoinduced living-radical polymerisation is described herein. The water solubility of the dithiocarbamate iniferter was achieved by incorporating two unprotected glucose units into the iniferter structure by copper(I)-catalysed azide-alkyne cycloaddition ("click chemistry"). Molecularly imprinted nanoparticles (MIPs) specific for 2,4-dichlorophenoxyacetic acid and the corresponding non-imprinted particles (NIPs) were prepared in pure water by using the prepared iniferter as photoinitiator. Radioligand binding tests confirmed a high imprinting factor, and the living character of the iniferter was demonstrated by re-initiating a second photochemical polymerisation on the NIP nanoparticles in water by using ethylene glycol methacrylate phosphate. Our newly synthesised structure is a promising tool for iniferter-mediated photopolymerisations in aqueous media for the preparation of biocompatible nanomaterials with high potential for biomedical applications in a bottom-up fashion.
CNRS Institute for Enzyme and Cell Engineering, Sorbonne Universités, Université de Technologie de Compiègne, CS60190, 60203, Compiègne, France. paolobonomi00@gmail.com.
Paolo
P
Bonomi
CNRS Institute for Enzyme and Cell Engineering, Sorbonne Universités, Université de Technologie de Compiègne, CS60190, 60203, Compiègne, France.
Mira Daoud
MD
Attieh
CNRS Institute for Enzyme and Cell Engineering, Sorbonne Universités, Université de Technologie de Compiègne, CS60190, 60203, Compiègne, France.
Carlo
C
Gonzato
CNRS Institute for Enzyme and Cell Engineering, Sorbonne Universités, Université de Technologie de Compiègne, CS60190, 60203, Compiègne, France. karsten.haupt@utc.fr.
Karsten
K
Haupt
click chemistry; imprinting; iniferters; nanoparticles; polymerisation