Backbone-Anchoring, Solid-Phase Synthesis Strategy To Access a Library of Peptidouridine-Containing Small Molecules
Author(s)
Arbour, Christine A; Imperiali, Barbara
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Nucleoside diphosphate sugar (NDP-sugar) substrates provide the inspiration for nucleoside analogue inhibitor scaffolds. By employing solid-phase synthesis, we provide a method to access a library of peptidouridine inhibitors with both minimal compound handling and purification steps. Specifically, this strategy is exemplified by generating uridine diphosphate sugar (UDP-sugar) mimics, which allow for compound elaboration by altering the dipeptide composition, the N-terminal linkage, and a pendant aryl group. To exemplify the versatility, 41 unique nucleoside analogues are presented.
Date issued
2022Department
Massachusetts Institute of Technology. Department of BiologyJournal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Arbour, Christine A and Imperiali, Barbara. 2022. "Backbone-Anchoring, Solid-Phase Synthesis Strategy To Access a Library of Peptidouridine-Containing Small Molecules." Organic Letters, 24 (11).
Version: Author's final manuscript