2011
DOI: 10.1021/ma102548m
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Application of Click Chemistry in the Preparation of Poly(ethylene oxide)-block-poly(ε-caprolactone) with Hydrolyzable Cross-Links in the Micellar Core

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Cited by 54 publications
(39 citation statements)
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“…However, such a crosslinked shell becomes more rigid and hence loses its ability to repel serum proteins or other biomacromolecules [37], and thus may not continue to be stealthy in circulation. Covalent crosslinking of the micelle hydrophobic core can therefore be a preferable approach [38][39][40][41][42]. For instance, crosslinked micelles consisting of PEG-b-poly(acryloyl carbonate)-b-poly(D, L-lactide) (PEG-PAC-PDLLA) had high stability and significantly inhibited PTX release at low micelle concentrations compared to the non-crosslinked controls [41].…”
Section: ) Drug Conjugationmentioning
confidence: 99%
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“…However, such a crosslinked shell becomes more rigid and hence loses its ability to repel serum proteins or other biomacromolecules [37], and thus may not continue to be stealthy in circulation. Covalent crosslinking of the micelle hydrophobic core can therefore be a preferable approach [38][39][40][41][42]. For instance, crosslinked micelles consisting of PEG-b-poly(acryloyl carbonate)-b-poly(D, L-lactide) (PEG-PAC-PDLLA) had high stability and significantly inhibited PTX release at low micelle concentrations compared to the non-crosslinked controls [41].…”
Section: ) Drug Conjugationmentioning
confidence: 99%
“…For instance, crosslinked micelles consisting of PEG-b-poly(acryloyl carbonate)-b-poly(D, L-lactide) (PEG-PAC-PDLLA) had high stability and significantly inhibited PTX release at low micelle concentrations compared to the non-crosslinked controls [41]. Lavasanifar et al applied click chemistry and developed hydrolysable core-crosslinked PEG-bpoly(α-propargyl carboxylate-ε-caprolactone) (PEG-PPCL) micelles [42] that exhibited a lower degree of PTX burst release than equivalent non-cross-linked micelles. When the crosslinked core had disulfide linkers, it was shown to hold the drug tightly but release it quickly once in the tumor cell due to the cleavage of the crosslinkages by intracellular GSH [43].…”
Section: ) Drug Conjugationmentioning
confidence: 99%
“…The most commonly used chemistries in literature to form permanent crosslinkages in micelle crosslinking include amide bond formation [31,34], vinyl polymerization [35,36], biospired silicification [37,38], thiol-ene [34] and [3+2] cyclization [39] click chemistry. Theoretically, any efficient chemistry can be used to crosslink micelles at the core, shell or intermediate layer.…”
Section: Crosslinking Chemistry and Reversible Linkagesmentioning
confidence: 99%
“…The click reaction was utilized to the formation of cross-linked micelles by the reaction between alkynyl-functionalized core/shell micelles of block copolymers and azide-terminated cross-linkers [16][17][18]. Similarly, CCL micelles were prepared from micelles of amphiphilic block copolymers by click chemistry using degradable cross-linkers which responsed to the reducing reagent [19].…”
Section: Introductionmentioning
confidence: 99%