Diethyl phosphate binding to mitochondrial cardiolipin after intraportal infusion in rats

20 min after intraportal infusion of diethyl phosphate (DEP) in rats, the mitochondrial cardiolipin (CL; 1,3-bisphosphatidyl glycerol) fraction is labelled with DEP. The obtained mixture of CL and DEP-labelled CL, which up to now has not been separated, behaves chromatographically (fractogel; HPLC: TLC), in respect to release of DEP and also in respect of the 31P NMR spectrum as a mixture of CL and cardiolipin ketone diethylenol phosphate. The latter compound was also obtained by photochemical reaction of CL ketone with diethyl phosphoric acid. After cautious hydrogenation (palladium charcoal) of the total mitochondrial lipid fraction of rats treated with DEP and subsequent extraction with NaCl solution (0.005 mol/l), glycerol-2-DEP has been identified in the water phase. It is supposed that this phosphoric acid derivative is formed from CL-DEP by elimination of two molecules of phosphatidic acid.