Synthesis of glycerophospholipids.

ABSTRACT

Recent advances in the synthesis of phosphatidic acids, phosphatidylethanolamines and phosphatidylcholines are described. Methods for the synthesis of some alkylacyl and alk-1-enylacyl analogues of the common diacylglycerophospholipids are also discussed. In addition, synthetic routes are described, that lead to unusual phospholipids such as compounds containing the polar group at position 2 of the glycerol moiety, glycerophospholipids containing alkanolamines of different chain lengths, and glycolphospholipids. All of the common glycerophospholipids can be prepared without the use of protecting groups. Major advances in phospholipid synthesis involve the application of novel phosphorylating agents and the use of cyclic intermediates. Although phosphatidylserines and phosphatidylthreonines as well as phosphatidylglycerols and cardiolipins can be prepared by chemical synthesis, further systematic studies are required to work out procedures that lead to these compounds in high yields.