PUBLICATION
Functionalized triazolopeptoids - a novel class for mitochondrial targeted delivery
- Authors
- Althuon, D., Rönicke, F., Fürniss, D., Quan, J., Wellhöfer, I., Jung, N., Schepers, U., Bräse, S.
- ID
- ZDB-PUB-150306-15
- Date
- 2015
- Source
- Organic & biomolecular chemistry 13(14): 4226-30 (Journal)
- Registered Authors
- Keywords
- none
- MeSH Terms
-
- Alkynes/chemistry
- Animals
- Azides/chemistry
- Catalysis
- Cell-Penetrating Peptides/chemistry*
- Cell-Penetrating Peptides/metabolism
- Copper/chemistry
- Cycloaddition Reaction
- Drug Carriers/chemistry*
- Drug Carriers/metabolism
- HeLa Cells
- Humans
- Mitochondria/metabolism*
- Peptidomimetics/chemistry*
- Peptidomimetics/metabolism
- Triazoles/chemistry*
- Zebrafish/embryology
- PubMed
- 25739445 Full text @ Org. Biomol. Chem.
Citation
Althuon, D., Rönicke, F., Fürniss, D., Quan, J., Wellhöfer, I., Jung, N., Schepers, U., Bräse, S. (2015) Functionalized triazolopeptoids - a novel class for mitochondrial targeted delivery. Organic & biomolecular chemistry. 13(14):4226-30.
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.
Genes / Markers
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Orthology
Engineered Foreign Genes
Mapping