112841-30-2Relevant articles and documents
Identification of uric acid gluconucleoside-ascaroside conjugates in caenorhabditis elegans by combining synthesis and MicroED
Curtis, Brian J.,Kim, Lee Joon,Wrobel, Chester J.J.,Eagan, James M.,Smith, Rubin A.,Burch, Jessica E.,Le, Henry H.,Artyukhin, Alexander B.,Nelson, Hosea M.,Schroeder, Frank C.
supporting information, p. 6724 - 6728 (2020/09/15)
Few nucleoside-derived natural products have been identified from animals, despite the ubiquity of nucleosides in living organisms. Here, we use a combination of synthesis and the emerging electron microscopy technique microcrystal electron diffraction to determine the structures of several N3-(β-glucopyranosyl)uric acid derivatives in Caenorhabditis elegans. These noncanonical gluconucleosides further integrate an ascaroside moiety, for which we present a shortened synthetic route. The production of a phosphorylated gluconucleoside is influenced by evolutionarily conserved insulin signaling.
