β‐Cyclodextrin‐Based Star Amphiphilic Copolymers: Synthesis, Characterization, and Evaluation as Artificial Channels

Abstract

14‐arm amphiphilic star copolymers are synthesized according to different strategies. First, the anionic ring polymerization of 1,2‐butylene oxide (BO) initiated by per(2‐O‐methyl‐3,6‐di‐O‐(3‐hydroxypropyl))‐β‐CD (β‐CD’OH14) and catalyzed by t‐BuP4 in DMF is investigated. Analyses by NMR and SEC show the well‐defined structure of the star β‐CD’‐PBO14. To obtain a 14‐arm poly(butylene oxide‐b‐ethylene oxide) star, a Huisgen cycloaddition between an α‐methoxy‐ω‐azidopoly(ethylene oxide) and the β‐CD’‐PBO14,whose end‐chains are beforehand alkyne‐functionalized, is performed. In parallel, 14‐arm star copolymers composed of butylene oxide‐b‐glycidol arms are successfully synthesized by the anionic polymerization of ethoxyethylglycidyl ether (EEGE) initiated by β‐CD’‐PBO14 with t‐BuP4. The deprotection of EEGE units is then performed to provide the polyglycidol blocks. These amphiphilic star polymers are evaluated as artificial channels in lipid bilayers. The effect of changing a PEO block by a polyglycidol block on the insertion properties of these artificial channels is discussed.

Polyglycidol-Stabilized Nanoparticles as a Promising Alternative to Nanoparticle PEGylation: Polymer Synthesis and Protein Fouling Considerations

“…Looking at the synthetic point of view, well-defined PGL are often prepared via anionic ring opening polymerization (AROP) of glycidyl ethers combined with a deprotection step. 19 The common used glycidyl ethers are tert-butylglycidyl ether (tBuGE) and ethoxyethyl glycidyl ether (EEGE) due to the facility of deprotection. [20][21][22] Besides, there have been recently a lot of efforts towards finding efficient organo-catalysts for controlled polymerization of glycidyl ethers and other 1,2-subsituted epoxides by AROP.…”

“…Looking at the synthetic point of view, well-defined PGL are often prepared via anionic ring opening polymerization (AROP) of glycidyl ethers combined with a deprotection step. The common used glycidyl ethers are tert- butylglycidyl ether (tBuGE) and ethoxyethyl glycidyl ether (EEGE) due to the facility of deprotection. − Besides, there have been recently a lot of efforts toward finding efficient organo-catalysts for controlled polymerization of glycidyl ethers and other 1,2-subsituted epoxides by AROP. Among those, the tBuP4 (1- tert -butyl-4,4,4-tris­(dimethyl­amino)-2,2-bis­[tris­(dimethyl­amino)-phosphor­anyliden­amino]-2λ 5 ,4λ 5 -catenadi­(phosphazene)) is so far the preferred organic super base with low neutrophilicity.…”

Conformation-dependent membrane permeabilization by neurotoxic PrP oligomers: The role of the H2H3 oligomerization domain

“…The ion current through the membrane was measured with an Axopatch 200B (Axon, Molecular Devices). Data were acquired at 100 kHz and filtered at 10 kHz with the Measurement Computing Digitizer and analyzed as previously described [34]. The experiments were repeated three times and a representative trace was shown in Figure 2.…”

Tunable thermoresponsive β‐cyclodextrin‐based star polymers

“…The use of cyclodextrin based initiators as a core molecule is interesting, especially when aiming for application in the biomedical field. [22][23][24][25] Such star polymers automatically possess a hydrophobic cavity (from the β-cyclodextrin molecule) that enables the encapsulation of a hydrophobic compound (i.e., hydrophobic drug) via a host-guest inclusion complexation. 26,27 This property can be exploited to increase the solubility of hydrophobic compounds, improve oral drug absorption and even promote transport of the drug molecule across biological barriers.…”

“…In the core‐first approach, we employed different initiator structures, including a modified β‐cyclodextrin multifunctional initiator to synthesize multiblock star copolymers. The use of cyclodextrin based initiators as a core molecule is interesting, especially when aiming for application in the biomedical field 22–25 . Such star polymers automatically possess a hydrophobic cavity (from the β‐cyclodextrin molecule) that enables the encapsulation of a hydrophobic compound (i.e., hydrophobic drug) via a host‐guest inclusion complexation 26,27 .…”