Unknown

Dataset Information

0

Identification of Uric Acid Gluconucleoside-Ascaroside Conjugates in Caenorhabditis elegans by Combining Synthesis and MicroED.


ABSTRACT: 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.

SUBMITTER: Curtis BJ 

PROVIDER: S-EPMC7526323 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature

altmetric image

Publications

Identification of Uric Acid Gluconucleoside-Ascaroside Conjugates in <i>Caenorhabditis elegans</i> by Combining Synthesis and MicroED.

Curtis Brian J BJ   Kim Lee Joon LJ   Wrobel Chester J J CJJ   Eagan James M JM   Smith Rubin A RA   Burch Jessica E JE   Le Henry H HH   Artyukhin Alexander B AB   Nelson Hosea M HM   Schroeder Frank C FC  

Organic letters 20200821 17


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 <i>N</i><sup>3</sup>-(β-glucopyranosyl)uric acid derivatives in <i>Caenorhabditis elegans</i>. These noncanonical gluconucleosides further integrate an ascaroside moiety, for which we present a shortened synt  ...[more]

Similar Datasets

| S-EPMC4469380 | biostudies-literature
| S-EPMC3058051 | biostudies-literature
| S-EPMC3423530 | biostudies-literature
| S-EPMC4638036 | biostudies-literature
| S-EPMC3758900 | biostudies-other
| S-EPMC4590026 | biostudies-literature
2013-07-24 | GSE37735 | GEO
2013-07-24 | E-GEOD-37735 | biostudies-arrayexpress
| S-EPMC6161127 | biostudies-literature
| S-EPMC3258886 | biostudies-literature