A General Synthetic Route for Preparing Ether Phospholipids Suitable for Immobilization: A Phosphotriester Approach

Abstract

A synthetic route was developed to prepare ether phospholipid (PL) ligands suitable for immobilization. PL ligand design included an ω-carboxyl functional group to assure proper naolecular orientation during inamobilization; i.e., the polar lipid head group protrudes from the surface. However, during immobilization, PL ligands required protecting groups to eliminate the possibility of the PL binding upside down. Four synthetic PL ligands were prepared that contain both ω-carboxyl groups for immobilization and protecting groups in the polar head group; these carboxyl-PL ligands are analogs of phosphatidylethanolamine (PE), phosphatidylserine (PS), phosphatidylglycerol (PG), and phosphatidic acid (PA)