@article {Tsoulougian2019, title = {Synthesis of biurets via TMSNCO addition to 1-aminosugars: application in the de novo synthesis of dC oxidation products}}, journal = {Org. Biomol. Chem.}, volume = {17}, number = {4}, year = {2019}, pages = {973{\textendash}981}, publisher = {Royal Society of Chemistry}, abstract = {

The reaction between 1-aminosugars and trimethylisocyanate (TMSNCO) was optimised as a one-step synthetic strategy for the synthesis of sugar biurets. This protocol was successfully applied to a number of 1-aminosugars, which exclusively provided the corresponding biurets in 67{\textendash}99\% yields. The new method- ology was applied in the de novo synthesis of N1-(2-deoxy-α/β-D-erythro-pentofuranosyl)biuret (dfBU) and N1-(2-deoxy-α/β-D-erythro-pentopyranosyl)biuret (dpBU), two known DNA lesions arising from the hydroxyl radical induced decomposition of 2{\textquoteright}-deoxycytidine (dCyd).

}, issn = {1477-0520}, doi = {10.1039/C8OB02810A}, url = {http://xlink.rsc.org/?DOI=C8OB02810A}, author = {Tsoulougian, Veronika and Psykarakis, Emmanuel E. and Gimisis, Thanasis} }