Inspired by TSase catalysis for dUMP conversion to dTMP, a biomodel reagent is developed. The presence of NH2, Gly–(S)-Cys and (S)-oxiran methyl, at C5, C4 and N-10 of acridine, respectively, in addition to the pH of the reaction mixture, allows for good complementary inter- and intra-molecular interactions and chiral discrimination for the reagent to achieve conversion of uracil to thymine.
P. Singh, A. Kumar, S. Kaur and A. Singh, Chem. Commun., 2015, 51, 9961 DOI: 10.1039/C5CC03312H
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