Facile acylation of glycerophosphocholine catalyzed by trifluoroacetic anhydride.
A simplified procedure for the synthesis of short acyl chain phosphatidylcholines is described. A mixed fatty acid-trifluoroacetic anhydride is used to acylate sn-glycero-3-phosphocholine (GPC) which has been dissolved in trifluoroacetic acid. Yields exceeding 70% are achieved in 30-min reaction time using 1.5 to 2.0 equivalents of mixed anhydride per, GPC hydroxyl. This allows a more economical use of labeled short chain acids.
D000089:Acetic Anhydrides; D000215:Acylation; D005463:Fluoroacetates; D005997:Glycerylphosphorylcholine; D010713:Phosphatidylcholines / Q000138:chemical synthesis; D014269:Trifluoroacetic Acid
D000089:Acetic Anhydrides; D005463:Fluoroacetates; D010713:Phosphatidylcholines; C017958:trifluoroacetic anhydride; D005997:Glycerylphosphorylcholine; D014269:Trifluoroacetic Acid