A regioselective, stereoselective synthesis of a diacylglycerophosphocholine hydroperoxide by use of lipoxygenase and lipase

Abstract

1-Stearoyl-2-[13′-(S)-hydroperoxy-(9′Z, 11′E)-octadecadienoyl]-sn-glycero-3-phosphocholine (11) was synthesized without contamination by any regio- and stereo-chemical isomers by a combination of lipoxygenase-catalysed peroxidation, lipase-catalysed stearoylation, and dicyclohexyl carbodiimide-mediated (DCC) esterification.