Synthesis of chiral fluorine-tagged reference standards for the (19)F NMR-based stereochemical analysis of sulfoxides at trace analytical levels.

Chiral fluorine-tagged sulfoxides of known absolute configuration have been synthesized. These compounds are required as reference standards to validate a (19)F NMR-based micromethod for the stereochemical analysis of biosynthetic fatty acyl sulfoxides.

A micromethod for the stereochemical analysis of fatty acid desaturase-mediated sulfoxidation reactions.

The stereochemistry of fatty acid desaturase-mediated sulfoxidation can be evaluated at micromolar concentrations of analyte using (19)F NMR in combination with a chiral shift reagent: (S)-(+)-MPAA.