S. Kinsky, K. Hashimoto, J. Loader
Feb 15, 1984
Citations
0
Influential Citations
14
Citations
Journal
Biochimica et Biophysica Acta
Abstract
Abstract The N -hydroxysuccinimide (NHS) ester of N -suberyl-dimyristoylphosphatidylethanolamine (sub-DMPE) was synthesized by reaction of DMPE with disuccinimidyl suberate, and isolated by preparative plate chromatography. Liposomes, which contain NHS-sub-DMPE, can covalently bind compounds that possess a free amino group such as e-dinitrophenyl-lysine. The extent of DNP-lysine binding is influenced by the time and temperature of incubation, the amount of NHS-sub-DMPE incorporated into the liposomes, and the initial concentration of DNP-lysine. Binding occurs as a consequence of the formation of a new dinitrophenylated compound which has been characterized. Although NHS-sub-DMPE is stable to storage in organic solvents, preformed liposomes rapidly lose their ability to bind DNP-lysine due to hydrolysis of the N -hydroxysuccinimide ester bond. These findings bear on the future applicability of liposomes, containing N -hydroxysuccinimide esters of PE, as illustrated by the preparation of immunogenic liposomes.