Synthesis of Polymers Containing Potassium Acyltrifluoroborates (KATs) and Post-polymerization Ligation and Conjugation
- Journal Article
We report the synthesis of monomers for atom-transfer radical polymerization (ATRP) and a reversible addition-fragmentation chain transfer (RAFT) agent bearing trifluoroborate iminiums (TIMs), which are quantitatively converted into potassium acyltrifluoroborates (KATs) after polymerization. The resulting KAT-containing polymers are suitable for rapid amide-forming ligations for both post-polymerization modification and polymer conjugation. The polymer conjugation occurs rapidly, even under dilute (micromolar) aqueous conditions at ambient temperatures, thereby enabling the synthesis of a variety of linear and star-shaped block copolymers. In addition, we applied post-polymerization modification to the covalent linking of a photocaged cyclic antibiotic (gramicidin S) to the side chains of the KAT-containing copolymer. Cellular assays revealed that the polymer–antibiotic conjugate is biocompatible and provides efficient light-controlled release of the antibiotic on demand.(© 2020 Wiley) Show more
Journal / seriesAngewandte Chemie
Pages / Article No.
SubjectAntibiotics; ATRP; KAT ligation; Post-polymerization modification; RAFT
Organisational unit03389 - Spencer, Nicholas (emeritus) / Spencer, Nicholas (emeritus)
03861 - Bode, Jeffrey W. / Bode, Jeffrey W.
Related publications and datasets
Is variant form of: http://hdl.handle.net/20.500.11850/428439
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