Synthesis and identification of bis (diacylglycero) phosphoric acid and bis (monoacylglycero) phosphoric acid

Synthesis of bis‐(diacylglycero)phosphoric acid from sn ‐1,2‐dipalmitoylglycerol and phenylphosphoryl dichloride according to Baer (1) was revised. New data are reported about identification of the intermediate and final products: (a) bis‐phosphatidic acid phenyl ester is very slowly visualized by the Zinzade reagent and can escape notice; (b) large amounts of phosphatidic acid chloride phenyl ester are also formed; and (c) very little transacylation from sn ‐1,2‐dipalmitoyl‐glycerol to the 1,3‐isomer is observed. Hydrolysis of bis‐phosphatidic acid to bis‐lysophosphatidic acid is much easier using phospholipase A 2 from pig pancreas than from snake or bee venom.