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Issue 46, 2008
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Post-modification of helical dipeptido polyisocyanides using the ‘click’ reaction

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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.

Graphical abstract: Post-modification of helical dipeptido polyisocyanides using the ‘click’ reaction

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Publication details

The article was received on 28 Jun 2008, accepted on 16 Aug 2008 and first published on 22 Oct 2008


Article type: Paper
DOI: 10.1039/B811002F
Citation: J. Mater. Chem., 2008,18, 5615-5624
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    Post-modification of helical dipeptido polyisocyanides using the ‘click’ reaction

    H. J. Kitto, E. Schwartz, M. Nijemeisland, M. Koepf, J. J. L. M. Cornelissen, A. E. Rowan and R. J. M. Nolte, J. Mater. Chem., 2008, 18, 5615
    DOI: 10.1039/B811002F

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