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Issue 14, 2015
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Functionalized triazolopeptoids – a novel class for mitochondrial targeted delivery

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Abstract

Here we introduce linear 1,4-triazolopeptoids as a novel class of cell penetrating peptidomimetics suitable as organ targeting molecular transporters of bioactive cargo. Repetitive triazole moieties with up to three residues were assembled on solid supports using copper-catalyzed alkyne–azide cycloadditions (CuAAC) in a submonomer approach. Depending on the lipophilicity of their side chain appendages the 1,4-triazolopeptoids showed either endosomal localization or a strong colocalization with the mitochondria of HeLa cells with moderate toxicity. While the basic triazolopeptoids mainly target the neuromast cells in zebrafish embryos, the lipophilic ones colocalize with either cartilage in the jaws and the blood vessel system.

Graphical abstract: Functionalized triazolopeptoids – a novel class for mitochondrial targeted delivery

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Publication details

The article was received on 04 Feb 2015, accepted on 20 Feb 2015 and first published on 20 Feb 2015


Article type: Paper
DOI: 10.1039/C5OB00250H
Citation: Org. Biomol. Chem., 2015,13, 4226-4230
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    Functionalized triazolopeptoids – a novel class for mitochondrial targeted delivery

    D. Althuon, F. Rönicke, D. Fürniss, J. Quan, I. Wellhöfer, N. Jung, U. Schepers and S. Bräse, Org. Biomol. Chem., 2015, 13, 4226
    DOI: 10.1039/C5OB00250H

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