Stable Isotope Phosphate Labelling of Diverse Metabolites is Enabled by a Family of ¹⁸O-Phosphoramidites.

ABSTRACT: Stable isotope labelling is state-of-the-art in quantitative mass spectrometry, yet often accessing the required standards is cumbersome and very expensive. Here, a unifying synthetic concept for ¹⁸O-labelled phosphates is presented, based on a family of modified ¹⁸O₂-phosphoramidite reagents. This toolbox offers access to major classes of biologically highly relevant phosphorylated metabolites as their isotopologues including nucleotides, inositol phosphates, -pyrophosphates, and inorganic polyphosphates. ¹⁸O-enrichment ratios >95 % and good yields are obtained consistently in gram-scale reactions, while enabling late-stage labelling. We demonstrate the utility of the ¹⁸O-labelled inositol phosphates and pyrophosphates by assignment o

SUBMITTER: Haas TM 

PROVIDER: S-EPMC10947094 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature