Water soluble azido polyisocyanides as functional beta-sheet mimics

Erik Schwartz, E. Schwartz, Matthieu Koepf, Heather J. Kitto, Mónica Espelt, Vicent J. Nebot-Carda, Rene de Gelder, Roeland J.M. Nolte, Jeroen Johannes Lambertus Maria Cornelissen, Alan E. Rowan

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11 Citations (Scopus)

Abstract

The design and synthesis of functional biomimetic water soluble polymers with a defined secondary structure has been developed using β-sheet polyisocyanopeptide scaffolds. Water soluble isocyanopolymers were prepared by random copolymerisation of the azido functionalized isocyanopeptides with nonfunctionalised methyl ester isocyanides derived from alanine. Upon saponification of the latter function a rigid rod water soluble polymer was obtained with an accessible azide for postfunctionalization. The potential of these biomimetic polymers was successfully demonstrated by using the click chemistry reaction of these polymers with an acetylene functionalised rhodamine dye.
Original languageUndefined
Pages (from-to)4150-4164
Number of pages15
JournalJournal of polymer science. Part A: Polymer chemistry
Volume47
Issue number16
DOIs
Publication statusPublished - 2009

Keywords

  • helical structures
  • water soluble polymers
  • IR-72751
  • Click chemistry
  • METIS-263221
  • polyisocyanides
  • post modification strategy
  • Polymers
  • Copolymerization

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