Hintze U, Gercken G
Lipids. 1975 Jan;10(1):20-4. doi: 10.1007/BF02532189.
rac-Phosphatidyl carnitine and rac-phosphatidyl beta-methylcholine were synthesized by direct condensation of phosphatidic acid and the appropriate alcohols in the presence of 2,4,6-triiso-propylbenzenesulphonylchloride and pyridine. Tetraphenylborates of the quarternary ammonium compounds beta-methylcholine and carnitine benzyl ester were shown to be particularly convenient for synthesis in homogeneous phase. Physical and chemical properties of the two phosphoglycerolipids and some intermediates were described. Phosphatidyl carnitine and phosphatidyl beta-methylcholine were hydrolyzed by phospholipase A2 (phosphatide acyl-hydrolase, EC 3.1.1.4), pancreatic lipase (triacylglycerol acyl-hydrolase, EC 3.1.1.3), and phospholipase C from Bacillus cereus (phosphatidylcholine cholinephosphohydrolase, EC 3.1.4.3). Neither hydrolysis nor transphosphatidylation of phosphatidyl carnitine and phosphatidyl beta-methylcholine was achieved by phospholipase D (phosphatidylcholine phosphatidohydrolase, EC 3.1.4.4). The occurrence of phosphatidyl carnitine in embryonic chicken tissue was suggested by comparison with the synthesized compound. Phosphatidyl carnitine could not be detected in the tissue of rat embryos.
消旋磷脂酰肉碱和消旋磷脂酰β-甲基胆碱是通过在2,4,6-三异丙基苯磺酰氯和吡啶存在下，使磷脂酸与适当的醇直接缩合而合成的。季铵化合物β-甲基胆碱和肉碱苄酯的四苯硼酸盐被证明在均相合成中特别方便。描述了两种磷酸甘油脂及其一些中间体的物理和化学性质。磷脂酰肉碱和磷脂酰β-甲基胆碱可被磷脂酶A2（磷脂酰基水解酶，EC 3.1.1.4）、胰脂肪酶（三酰甘油酰基水解酶，EC 3.1.1.3）和蜡状芽孢杆菌的磷脂酶C（磷脂酰胆碱胆碱磷酸水解酶，EC 3.1.4.3）水解。磷脂酶D（磷脂酰胆碱磷脂水解酶，EC 3.1.4.4）既不能使磷脂酰肉碱和磷脂酰β-甲基胆碱水解，也不能使其进行磷脂酰基转移反应。通过与合成化合物比较，提示胚胎鸡组织中存在磷脂酰肉碱。在大鼠胚胎组织中未检测到磷脂酰肉碱。
