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An efficient synthesis of mixed acid phospholipids using 1-palmitoyl-sn-glycerol-3-phosphoric acid bromoalkyl esters
Authors:Hansjörg Eibl
Institution:Max-Planck-Institut für biophysikalische Chemie D-3400 Göttingen-Nikolausberg F.R.G.
Abstract:The preparation of mixed-acid phospholipids is possible in high yields from 1.2-dipalmitoyl-sn-glycerol-3-phosphoric acid bromoalkyl esters. The fatty acid in the 2-position of these general intermediates for phospholipid synthesis was completely removed by hyrolysis with phospholipase A2. The resulting 1-palmitoyl-sn-glycerol-3-phosphoric acid bromoalkyl esters were reacylated in high yields with fatty acid anhydrides in the presence of perchloric acid. Transformation of the mixed-acid phosphatidic acid bromoalkyl esters to the respective phosphatidyl cholines or -ethanolamines was possible by direct amination.
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