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Synthesis of Passerini-3CR Polymers and Assembly into Cytocompatible Polymersomes

Travanut, A.; Monteiro, P. F.; Oelmann, S.; Howdle, S. M.; Grabowska, A. M.; Clarke, P. A.; Ritchie, A. A.; Meier, M. A. R.; Alexander, C.

The versatility of the Passerini three component reaction (Passerini‐3CR) is herein exploited for the synthesis of an amphiphilic diblock copolymer, which self‐assembles into polymersomes. Carboxy‐functionalized poly(ethylene glycol) methyl ether is reacted with AB‐type bifunctional monomers and tert‐butyl isocyanide in a single process via Passerini‐3CR. The resultant diblock copolymer (P1) is obtained in good yield and molar mass dispersity and is well tolerated in model cell lines. The Passerini‐3CR versatility and reproducibility are shown by the synthesis of P2, P3, and P4 copolymers. The ability of the Passerini P1 polymersomes to incorporate hydrophilic molecules is verified by loading doxorubicin hydrochloride in P1DOX polymersomes. The flexibility of the synthesis is further demonstrated by simple post‐functionalization with a dye, Cyanine‐5 (Cy5). The obtained P1‐Cy5 polymersomes rapidly internalize in 2D cell monolayers and penetrate deep into 3D spheroids of MDA‐MB‐231 triple‐negative breast cancer cells. P1‐Cy5 polymersomes injected systemically in healthy mice are well tolerated and no visible adverse effects are seen under the conditions tested. ... mehr

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Verlagsausgabe §
DOI: 10.5445/IR/1000123533
Veröffentlicht am 25.09.2020
Cover der Publikation
Zugehörige Institution(en) am KIT Materialwissenschaftliches Zentrum für Energiesysteme (MZE)
Zentrale Einrichtungen (Zentrale Einrichtungen)
Publikationstyp Zeitschriftenaufsatz
Publikationsmonat/-jahr 03.2021
Sprache Englisch
Identifikator ISSN: 0173-2803, 1022-1336, 1521-3927
KITopen-ID: 1000123533
Erschienen in Macromolecular rapid communications
Verlag John Wiley and Sons
Band 42
Heft 6
Seiten Art.-Nr.: 2000321
Vorab online veröffentlicht am 16.08.2020
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