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On the synthesis of mixed‐acid L‐α‐phosphatidylethanolamines

作者:Frans J. M. DAEMEN, Gerard H.de Haas, L.L.M. Van Deenen · 发表于:Recueil des Travaux Chimiques des Pays-Bas · 年份:1962 · DOI:10.1002/recl.19620810413 · 被引用次数:34 · 研究领域:Lipid metabolism and biosynthesis、Natural Antidiabetic Agents Studies

Abstract The synthesis is described of phosphatidylethanolamine, involving a reaction between γ,β‐diacylglycerol‐L‐α‐iodohydrins and silver benzyl 2‐ phthalimidoethylphosphate. A comparison has been made between (γ‐oleoyl‐β‐stearoyl)‐L‐α‐phosphatidylethanolamine, obtained by this method and (γ‐oleoyl‐β‐stearoyl)‐L‐α‐phosphatidylethanolamine and the structurally isomeric (β‐oleoyl‐γ‐stearoyl)‐L‐α‐phosphatidylethanolamine, both synthesized by a different procedure, previously reported2. The structural identity of the two former compounds was proved by degradation experiments with the β‐fatty acid releasing phospholipase from snake venom. In addition, some physical properties of the enzymatically formed Iysophosphatidylethanolamine have been compared with those of a corresponding lyso compound and a glycol derivative, both synthesized by the method indicated.