SYNTHESIS OF SATURATED AND UNSATURATED L-α-LECITHINS ACYLATION OF THE CADMIUM CHLORIDE COMPOUND OF L-α-GLYCERYLPHOSPHORYLCHOLINE

Autor: Baer, Erich, Buchnea, Dmytro
Zdroj: Canadian Journal of Physiology and Pharmacology; August 1959, Vol. 37 Issue: 8 p953-959, 7p
Abstrakt: A facile procedure for the preparation of saturated and unsaturated L-α-lecithins from L-α-glycerylphosphorylcholine (GPC) is reported. The lecithins are obtained by acylating L-α-GPC, in the form of its cadmium chloride addition compound, with fatty acid chloride and pyridine at low temperature (0°–25°). The acylation proceeds rapidly and yields optically pureL-α-lecithins. The preparation of the distearoyl-, dimyristoyl-, and dioleoyl L-α-lecithins by this procedure is described.The deacylation of lecithins with mercuric chloride or sodium hydroxide was investigated. Both procedures give a partially racemized L-α-GPC. This was established by the finding that the optical activity of the lecithins resulting from reacylating the L-α-GPC preparations in the form of their cadmium chloride compounds was considerably lower than that of the corresponding authentic lecithins.
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