Synthesis of novel folic acid-functionalized biocompatible block copolymers by atom transfer radical polymerization for gene delivery and encapsulation of hydrophobic drugs

Mariano Licciardi, Andrew L. Lewis, Mariano Licciardi, Billingham, Steven P. Armes, Yiqing Tang

Research output: Contribution to journalArticlepeer-review

141 Citations (Scopus)

Abstract

Two synthetic routes to folic acid (FA)-functionalized diblock copolymers based on 2-(methacryloyloxy)-ethyl phosphorylcholine [MPC] and either 2-(dimethylamino)ethyl methacrylate [DMA] or 2-(diisopropylamino)ethyl methacrylate [DPA] were explored. The most successful route involved atom transfer radicalpolymerization (ATRP) of MPC followed by the tertiary amine methacrylate using a 9-fluorenylmethylchloroformate (Fmoc)-protected ATRP initiator. Deprotection of the Fmoc groups produced terminal primaryamine groups, which were conjugated with FA to produce two series of novel FA-functionalized biocompatibleblock copolymers. Nonfunctionalized MPC-DMA diblock copolymers have been previously shown to beeffective synthetic vectors for DNA condensation; thus, these FA-functionalized MPC-DMA diblockcopolymers appear to be well suited to gene therapy applications based on cell targeting strategies. In contrast,the FA-MPC-DPA copolymers are currently being evaluated as pH-responsive micellar vehicles for thedelivery of highly hydrophobic anticancer drugs.
Original languageEnglish
Pages (from-to)1085-1096
Number of pages12
JournalBiomacromolecules
Volume6
Publication statusPublished - 2005

All Science Journal Classification (ASJC) codes

  • Bioengineering
  • Biomaterials
  • Polymers and Plastics
  • Materials Chemistry

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