A GENERAL-ROUTE TO GLYCEROPHOSPHOLIPIDS MODIFIED IN THE HYDROPHOBIC REGION (FRIEDEL-CRAFTS REACTION INTRODUCING ARENE MODIFIERS INTO NATURAL GLYCEROPHOSPHOLIPIDS)

A useful method for incorporation of aromatic molecules into hydrophob ic moiety of natural lipids was devised. A number of fluorescent label ed phospholipids (anthryl- and pyrenyl-labeled phosphatidylcholines, p hosphatidylethanolamines, phosphatidylinositols and diphosphatidylglyc erols) as well as phospholipids immobilized on aryl-containing carrier s were prepared in one step by interaction of natural unsaturated glyc erophospholipids with corresponding arenes under the conditions of Fri edel-Crafts alkylation. Localization of the label in acyl moieties cor responding to distribution of unsaturated fatty acyl residues in natur al glycerophospholipid molecules was established by methods of chemica l and enzymatic degradation. (C) 1998 Elsevier Science Ireland Ltd. Al l rights reserved.