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. Author manuscript; available in PMC: 2021 Oct 28.
Published in final edited form as: J Am Chem Soc. 2020 Oct 14;142(43):18449–18459. doi: 10.1021/jacs.0c06877

Figure 1.

Figure 1.

Development of DIMEN. (a) Schematic representation of metabolomes and purpose of DIMEN for the characterization of known, LC-MS visible (light gray) and LC-MS invisible (dark gray) molecules. (b) Glycosides of the dideoxy sugar ascarylose are combined with diverse primary metabolic building blocks in C. elegans. (c) Structure of solid-support, alkyne capture for enrichment and reporter-ion installation (ACER) resin (1), and alkyne probe ascr#3-YNE (3), which mimics ascr#3 (2), a precursor upstream of the biosynthesis of diverse signaling molecules. (d) Schematic overview of DIMEN analysis. C. elegans are grown with and without alkyne-labeled probe (blue star) and extracted. Probe is added to unlabeled samples before enrichment using the ACER resin. Enriched metabolomes are analyzed via LC-HRMS/MS to detect PDMs, e.g., ascr#3-LNK (4) and icas#3-LNK (5).