Biologically active ether lipids

Autor: Apte, Shashank S., Weber, Nikolaus, Mangold, Helmut K.
Zdroj: FEBS Letters; January 1990, Vol. 265 Issue: 1 p104-106, 3p
Abstrakt: Biotransformation of rac-1(3)- O-hexadecylglycerol by photomixotrophic rape ( Brassica napus) cells in suspension culture leads to 1- O-hexadecyl-2-acyl- sn-glycero-3-phosphocholines and small proportions of other ether lipids, e.g. 1- O-hexadecyl-2-acyl- sn-glycero-3-phosphoethanolamines. Reaction of the hexadecylacyl-glycerophosphocholines with ethanolamine in the presence of phospholipase D from Streptomyces chromofuscusyields additional hexadecylacylglycerophosphoethanolamines. Partial hydrolysis of the combined hexadecylacylglycerophosphoethanolamines followed by reacylation of the resulting lyso compound with palmitic anhydride gives 1- O-hexadecyl-2-palmitoyl- sn-glycero-3-phospho-( N-palmitoyl) ethanolamine, a nontoxic ether glycerophospholipid with antitumor activity. The corresponding 1- O-tetradecyl,1- O-octadecyl, and 1- O-[( Z)-9'-octadecenyl] derivatives are prepared similarly.
Databáze: Supplemental Index