Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 4, 2019
Previous Article Next Article

Synthesis of biurets via TMSNCO addition to 1-aminosugars: application in the de novo synthesis of dC oxidation products

Author affiliations

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 67–99% yields. The new methodology 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′-deoxycytidine (dCyd).

Graphical abstract: Synthesis of biurets via TMSNCO addition to 1-aminosugars: application in the de novo synthesis of dC oxidation products

Back to tab navigation

Supplementary files

Publication details

The article was received on 10 Nov 2018, accepted on 02 Jan 2019 and first published on 02 Jan 2019


Article type: Paper
DOI: 10.1039/C8OB02810A
Citation: Org. Biomol. Chem., 2019,17, 973-981

  •   Request permissions

    Synthesis of biurets via TMSNCO addition to 1-aminosugars: application in the de novo synthesis of dC oxidation products

    V. Tsoulougian, E. E. Psykarakis and T. Gimisis, Org. Biomol. Chem., 2019, 17, 973
    DOI: 10.1039/C8OB02810A

Search articles by author

Spotlight

Advertisements