文章基本信息

标题：An improved method for the preparation of unsaturated phosphatidylcholines: acylation of sn-glycero-3-phosphorylcholine in the presence of sodium methylsulfinylmethide.
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作者：T G Warner ; A A Benson
期刊名称：JLR Papers In Press
印刷版ISSN：0022-2275
电子版ISSN：1539-7262
出版年度：1977
卷号：18
期号：4
页码：548-552
语种：English
出版社：American Society for Biochemistry and Molecular Biology
摘要：An improved method for the partial chemical synthesis of unsaturated and radioactively labeled phosphatidylcholines is described. This procedure offers advantages over conventional acylation methods in that it can be carried out on a millimole or micromole scale under mild conditions and it does not require a large excess of the fatty acid acylating reagent. In this procedure sn-glycero-3-phosphorylcholine is reacted with twice the theoretical amount of fatty acid imidazolide and sodium methylsulfinylmethide in dimethylsulfoxide for several minutes at 17 degrees C. Phosphatidylcholine, which was purified by gradient-elution chromatography on silicic acid, was isolated in 60% yield and was estimated to be about 99% pure. The preparations of 1,2-dioleoyl-, 1,2-dilinoleoyl-, and 1,2-dilinolenoyl-sn-glycero-3-phosphorylcholine are described. The reaction was also carried out on a small scale for the preparation of high specific activity 1,2-di[ 1'(-14)C]oleoyl-sn-glycero-3-phosphorylcholine in 38% yield with a specific activity of about 9.7 muCi/mumol.