Biologically active ether lipids

FEBS Letters

Weber, Nikolaus¹  Mangold, Helmut K.¹  Apte, Shashank S.¹ 

[1] Bundesanstalt für Fettforschung, Institut für Biochemie und Technologie, H.P. Kaufmann Institut, Piusallee 68, D-4400 Münster, FRG

关键词: Antitumor agent;    Alkylacylglycerophospho-(N-acyl)ethanolamine (Plasmanyl-(N-acyl)ethanolamine);    Ether lipid;    Plant cell culture;   

DOI  :  10.1016/0014-5793(90)80894-O

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

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 chromofuscus yields 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.

【 授权许可】

Unknown