Catalytic Hydrogenation of Cytotoxic Aldehydes Using Nicotinamide Adenine Dinucleotide (NADH) in Cell Growth Media

Catalytic Hydrogenation of Cytotoxic Aldehydes Using Nicotinamide Adenine Dinucleotide (NADH) in Cell Growth Media

We demonstrate, for the first time, that pentamethylcyclopentadienyl (Cp*) iridium pyridinecarboxamidate complexes (5) can promote catalytic hydride transfer from nicotinamide adenine dinucleotide to aldehydes in pH 7.4 buffered cell growth media at 37 °C and in the presence of various biomolecules...

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Bibliographic Details
Published in:ACS catalysis Vol. 6; no. 4; pp. 2637 - 2641
Main Authors: Ngo, Anh H, Ibañez, Miguel, Do, Loi H
Format: Journal Article
Language:English
Published: American Chemical Society 01-04-2016
Subjects:
transfer hydrogenation
bioorthogonal chemistry
iridium catalysis
detoxification
biocatalysis
biomimetic
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Summary:We demonstrate, for the first time, that pentamethylcyclopentadienyl (Cp*) iridium pyridinecarboxamidate complexes (5) can promote catalytic hydride transfer from nicotinamide adenine dinucleotide to aldehydes in pH 7.4 buffered cell growth media at 37 °C and in the presence of various biomolecules and metal ions. Stoichiometric hydride transfer studies suggest that the unique reactivity of 5, compared to other common Cp*Ir complexes, is at least in part due to the increased hydride transfer efficiency of its iridium hydride species 5-H. Complex 5 exhibits excellent reductase enzyme-like activity in the hydrogenation of cytotoxic aldehydes that have been implicated in a variety of diseases.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.6b00395