Journal of Lipid Research, Vol 31, 1522-1525, Copyright © 1990 by Lipid Research, Inc.
An efficient synthesis of phosphatidylcholines
A Singh
Center for Bio/Molecular Science and Engineering, Naval Research Laboratory, Washington, DC 20375.
This article deals with two of the major steps involved in phospholipid
synthesis: the preparation of the optically pure precursors, sn-glycero-
3-phosphocholine (GPC) and -ethanolamine, from a convenient lipid source
such as egg yolk, and acylation of hydroxyl groups present in those
precursors involving an acid to yield the corresponding phospholipid.
Phosphatidylcholines and phosphatidylethanolamines were separated from
lipids extracted from egg yolk using low-pressure column chromatography.
The advantages of this method include the use of smaller volumes of
solvents and silica gel and reuse of adsorbent. Acylation of GPC is aided
by ultrasound from a common laboratory bath cleaner. Ultrasound-assisted
base-catalyzed esterification of GPC is accomplished between 2-6 hours
providing a phospholipid in more than 80% yield. This scheme is
particularly valuable in the synthesis of polymerizable phospholipids.
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