Shock-Induced Degradation of Guanosine and Uridine Promoted by Nickel and Carbonate: Potential Applications

Experimental studies of the degradation of two ribonucleosides (guanosine and uridine) were carried out by making use of mechanochemistry. Mechanochemical experiments reveal the decomposition of guanosine and uridine, promoted by nickel(II) and carbonate ions, into guanine and uracil, respectively....

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Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2023-12, Vol.28 (24), p.8006
Hauptverfasser: Maia, Gustavo P, da Silva, José Armando Luísa, André, Vânia, Galvão, Adelino M
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Sprache:eng
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Zusammenfassung:Experimental studies of the degradation of two ribonucleosides (guanosine and uridine) were carried out by making use of mechanochemistry. Mechanochemical experiments reveal the decomposition of guanosine and uridine, promoted by nickel(II) and carbonate ions, into guanine and uracil, respectively. These nucleobases were identified by HPLC and H NMR spectroscopy (this applied only to uracil). Additionally, density-functional theory (DFT) methodologies were used to probe the energetic viability of several degradation pathways, including in the presence of the abovementioned ions. Three mechanisms were analysed via ribose ring-opening: dry, single-molecule water-assisted, and metal-assisted, wherein the last two mechanisms confirmed the mechanochemical degradation of both ribonucleosides into respective nucleobase moieties. These results can contribute to an astrobiological interpretation of the extraterrestrial sample's contents.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules28248006