SYNTHESIS OF PHOSPHOLIPID INHIBITOR CONJUGATES BY ENZYMATIC TRANSPHOSPHATIDYLATION WITH PHOSPHOLIPASE-D

This paper describes an efficient enzymatic procedure for the synthesis of phospholipid--inhibitor conjugates. The chemoselectivity, regioselectivity, and stereoselectivity of phospholipase-D-catalyzed phosphatidylations were investigated, and phospholipids containing inhibitors such as azasugars, nucleosides, and peptides were synthesized. These phospholipid conjugates in aqueous solution generally form liposome bilayers with multivalent inhibitors (the head groups) displayed on the surface and may find use in drug delivery and targeting. They also exhibit interesting structural features in different solvent systems as indicated in the NMR spectra.