PUBLICATION
Catalytic Azide Reduction in Biological Environments
- Authors
- Sasmal, P.K., Carregal-Romero, S., Han, A.A., Streu, C.N., Lin, Z., Namikawa, K., Elliott, S.L., Köster, R.W., Parak, W.J., and Meggers, E.
- ID
- ZDB-PUB-120424-8
- Date
- 2012
- Source
- Chembiochem : a European journal of chemical biology 13(8): 1116-1120 (Journal)
- Registered Authors
- Köster, Reinhard W., Namikawa, Kazuhiko
- Keywords
- azide reductions, catalysis, cellular chemistry, fluorescence, iron porphyrins
- MeSH Terms
-
- Amines/chemistry
- Animals
- Azides/chemistry*
- Caenorhabditis elegans
- Catalysis
- Environment
- Ferric Compounds/chemistry*
- HeLa Cells
- Humans
- Metalloporphyrins/chemistry*
- Oxidation-Reduction
- Zebrafish
- PubMed
- 22514188 Full text @ Chembiochem
Citation
Sasmal, P.K., Carregal-Romero, S., Han, A.A., Streu, C.N., Lin, Z., Namikawa, K., Elliott, S.L., Köster, R.W., Parak, W.J., and Meggers, E. (2012) Catalytic Azide Reduction in Biological Environments. Chembiochem : a European journal of chemical biology. 13(8):1116-1120.
Abstract
In the quest for the identification of catalytic transformations to be used in chemical biology and medicinal chemistry, we identified iron(III) meso-tetraarylporphines as efficient catalysts for the reduction of aromatic azides to their amines. The reaction uses thiols as reducing agents and tolerates water, air, and other biological components. A caged fluorophore was employed to demonstrate that the reduction can be performed even in living mammalian cells. However, in vivo experiments in nematodes (Caenorhabditis elegans) and zebrafish (Danio rerio) revealed a limitation to this method: the metabolic reduction of aromatic azides.
Genes / Markers
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Orthology
Engineered Foreign Genes
Mapping