Chemical grafting of cholesterol on monomer and PDMMLA polymers, a step towards the development of new polymers for biomedical applications

Abstract

PDMMLAs are synthetic biopolyesters synthesized from tri-substituted β-lactones with available hydroxyl groups. We grafted cholesterol on both monomer and polymers following the Steglich esterification protocol.

Cell‐Derived Vesicles with Increased Stability and On‐Demand Functionality by Equipping Their Membrane with a Cross‐Linkable Copolymer

“…The proton signals in the 7.3–8.0 ppm range were assigned to the aromatic protons of CPDB, whereas the signal at δ = 3.53 ppm, corresponding to the indicated protons of cholesterol (Figure S1A, Supporting Information), was shifted to δ = 4.64 ppm in the 1 H NMR spectrum of cholesteryl‐terminated RAFT agent (Figure S1C, Supporting Information), after the reaction with CPDB. [ 70,71 ]…”

“…The proton signals in the 7.3-8.0 ppm range were assigned to the aromatic protons of CPDB, whereas the signal at 𝛿 = 3.53 ppm, corresponding to the indicated protons of cholesterol (Figure S1A, Supporting Information), was shifted to 𝛿 = 4.64 ppm in the 1 H NMR spectrum of cholesteryl-terminated RAFT agent (Figure S1C, Supporting Information), after the reaction with CPDB. [70,71] Cholesteryl-terminated RAFT agent was then used as a chain transfer agent (CTA) to polymerize the Boc-protected aminoethyl methacrylate monomer (BocAEMA). The chemical structure of Chol-PBocAEMA 20 was established by the appearance in the 1 H NMR spectrum of a proton signal at 𝛿 = 1.4 ppm assigned to the Boc-protective group (Figure S2A, Supporting Information).…”