transfer hydrogenation in open-shell nucleotides — a theoretical survey

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ID: 144275
2014
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Abstract
The potential of a larger number of sugar models to act as dihydrogen donors in transfer hydrogenation reactions has been quantified through the calculation of hydrogenation energies of the respective oxidized products. Comparison of the calculated energies to hydrogenation energies of nucleobases shows that many sugar fragment radicals can reduce pyrimidine bases such as uracil in a strongly exothermic fashion. The most potent reducing agent is the C3' ribosyl radical. The energetics of intramolecular transfer hydrogenation processes has also been calculated for a number of uridinyl radicals. The largest driving force for such a process is found for the uridin-C3'-yl radical, whose rearrangement to the C2'-oxidized derivative carrying a dihydrouracil is predicted to be exothermic by 61.1 kJ/mol in the gas phase.
Reference Key
achrainer2014moleculestransfer Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors ;Florian Achrainer;Hendrik Zipse
Journal Journal of ethnopharmacology
Year 2014
DOI
10.3390/molecules191221489
URL
Keywords Keywords not found

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