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

✍ Scribed by F. J. M. Daemen; G. H. de Haas; L. L. M. van Deenen

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
549 KB
Volume
81
Category
Article
ISSN
0165-0513

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✦ Synopsis

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 reported^2^. 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.

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