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

被引:61
作者
WANG, P [1 ]
SCHUSTER, M [1 ]
WANG, YF [1 ]
WONG, CH [1 ]
机构
[1] Scripps Res Inst, RES INST, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
关键词
D O I
10.1021/ja00076a004
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:10487 / 10491
页数:5
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