It is reported preparation of [2H8]arachidonic acid from the precursor tetraacetylene eicosatetraynoic procedures gave rise to substantial double-bond isomerization and isotopic scrambling, leading to mixtures that yielded after purification only small quantities of the desired product. This chapter presents new preparation of deuterated arachidonic acid. For preparation of [2H8]arachidonate, round-bottom flask is charged with methyl [2H8]arachidonate, dimethoxyethane, and LiOH. The mixture is flushed with N2, then stirred at 60 ° under an N2 atmosphere. The reaction mixture was diluted with aqueous hydrochloric acid and extracted with CH2Cl2. The organic extracts were combined, dried over Na2SO4, filtered, and concentrated under vaccuum. The residue is taken up in methanol and chromatographed on a Waters μBondapak. Fractions are collected, and an aliquot of each was counted. The arachidonic acid usually appeared in fractions 52-64, with 95% recovery of applied radioactivity.
ASJC Scopus subject areas
- Molecular Biology