End Group Dye‐Labeled Polycarbonate Block Copolymers for Micellar (Immuno‐) Drug Delivery

Abstract: Defined conjugation of functional molecules to block copolymer end groups is a powerful strategy to enhance the scope of micellar carriers for drug delivery. In this study, an approach to access well‐defined polycarbonate‐based block copolymers by labeling their end groups with single fluorescent dye molecules is established. Following controlled polymerization conditions, the block copolymers’ primary hydroxy end group can be converted into activated pentafluorophenyl ester carbonates and subsequently aminolyzed with fluorescent dyes that are equipped with primary amines. During a solvent‐evaporation process, the resulting end group dye‐labeled block copolymers self‐assemble into narrowly dispersed ∼25 nm‐sized micelles and simultaneously encapsulate hydrophobic (immuno‐) drugs. The covalently attached fluorescent tracer can be used to monitor both uptake into cells and stability under biologically relevant conditions, including incubation with blood plasma or during blood circulation in zebrafish embryos. By encapsulation of the toll‐like receptor 7/8 (TLR7/8) agonist CL075, immune stimulatory polymeric micelles are generated that get internalized by various antigen‐presenting dendritic cells and promote their maturation. Generally, such end group dye‐labeled polycarbonate block copolymers display ideal features to permit targeted delivery of hydrophobic drugs to key immune cells for vaccination and cancer immunotherapy.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
End Group Dye‐Labeled Polycarbonate Block Copolymers for Micellar (Immuno‐) Drug Delivery ; day:10 ; month:04 ; year:2022 ; extent:10
Macromolecular rapid communications ; (10.04.2022) (gesamt 10)

Urheber
Czysch, Christian
Medina‐Montano, Carolina
Dal, Nils‐Jørgen Knudsen
Dinh, Thi
Fröder, Yannick
Winterwerber, Pia
Maxeiner, Konrad
Räder, Hans‐Joachim
Schuppan, Detlef
Schild, Hansjörg
Bros, Matthias
Biersack, Bernhard
Feranoli, Federico
Grabbe, Stephan
Nuhn, Lutz

DOI
10.1002/marc.202200095
URN
urn:nbn:de:101:1-2022041215340670284861
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:35 MESZ

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Beteiligte

  • Czysch, Christian
  • Medina‐Montano, Carolina
  • Dal, Nils‐Jørgen Knudsen
  • Dinh, Thi
  • Fröder, Yannick
  • Winterwerber, Pia
  • Maxeiner, Konrad
  • Räder, Hans‐Joachim
  • Schuppan, Detlef
  • Schild, Hansjörg
  • Bros, Matthias
  • Biersack, Bernhard
  • Feranoli, Federico
  • Grabbe, Stephan
  • Nuhn, Lutz

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