Xanthohumol Activity-Based Probes Targeting Flavonoid Catabolism

ABSTRACT: Xanthohumol, the principle prenylflavonoid found in hops (Humulus lupulus), is a potential anti-inflammatory agent in the gut. To investigate the interactions between xanthohumol and catabolic gut bacteria, and its role in the anti-inflammatory pathway, a suite of xanthohumol-derived activity-based probes (ABPs) was synthesized and characterized in a model gut microbe. Through direct alkylation of both xanthohumol and structural isomer isoxanthohumol, an alkyne or diazirine-alkyne linker was attached to multiple alkylation sites to generate a suite of click chemistry enabled ABPs. LC-MS/MS data was analyzed with MaxQuant. This research was conducted by the "Discovery and Biological Signatures of Microbiome-Derived Xanthohumol Metabolites and their Role in Ameliorating Inflammatory Bowel Disease" project under the National Center for Complementary and Integrative Health (NCCIH) grant (R01AT010271). User facility data acquisition was performed under the EMSL project award 51663 (10.46936/reso.proj.2020.51663/60000245) at the Environmental Molecular Sciences Laboratory (https://ror.org/04rc0xn13), a DOE Office of Science User Facility sponsored by the Biological and Environmental Research program under Contract No. DE-AC05-76RL01830.

INSTRUMENT(S): Q Exactive

ORGANISM(S): Eubacterium Ramulus (ncbitaxon:39490) Escherichia Coli (ncbitaxon:562)

SUBMITTER: Aaron Wright  

PROVIDER: MSV000088789 | MassIVE | Fri Feb 04 20:24:00 GMT 2022

REPOSITORIES: MassIVE