Post-modification of helical dipeptido polyisocyanides using the 'click' reaction

Heather J. Kitto, Erik Schwartz, Marlies Nijemeisland, Matthieu Koepf, Jeroen J.L.M. Cornelissen, Alan E. Rowan, Roeland J.M. Nolte

Research output: Contribution to journalArticleScientificpeer-review

44 Citations (Scopus)

Abstract

Polyisocyanopeptides have been synthesised containing acetylene groups on the side arms as scaffolds for multifunctional derivatisation by the copper-catalysed click reaction with a variety of azides. By using ethylene glycol azide and perylene azide chromophoric water-soluble polymeric nanowires (Mw 1-2 million Daltons) were formed. The potential to incorporate multiple chromophores was also demonstrated by the reaction of the acetylene-containing polymers with perylene azide and azidocoumarin dyes. In the latter case a blue-shifted emission of the coumarin was observed due to the interaction with the coupled perylene molecules. In particular the ability to form water-soluble dye-containing polymers, which can be modified by the addition of biomolecules, such as antibodies, proteins and peptides, give materials that are very promising as novel biomarker materials.

Original languageEnglish
Pages (from-to)5615-5624
Number of pages10
JournalJournal of Materials Chemistry
Volume18
Issue number46
DOIs
Publication statusPublished - 1 Dec 2008
Externally publishedYes

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