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Preparation of labelled phospholipids: Acylation of 2‐lysophosphatidylcholine with [9,10‐ 3 H]oleic acid
Author(s) -
Orlando P.,
Giordano C.,
Binaglia L.,
De Sanctis G.
Publication year - 1984
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580210603
Subject(s) - chemistry , lysophosphatidylcholine , acylation , oleic acid , phosphatidylcholine , phospholipid , chromatography , phosphorylcholine , organic chemistry , derivative (finance) , biochemistry , catalysis , membrane , financial economics , economics
1‐Acyl‐2‐[9,10‐ 3 ]oleoyl‐ sn ‐glycero‐3‐phosphorylcholine was prepared by acylating 1‐acyl‐ sn ‐glycero‐3‐phosphorylcholine with labelled oleic acid, in the presence of dicyclohexylcarbodiimide (DCC), as condensing agent. A simple column chromatographic procedure allowed both purification of the labelled phospholipid and recovery of the unreacted oleic acid, at the end of the reaction. In standard conditions, yields of 35–40 % were obtained. The major feature of this procedure is that it is a “one pot” reaction not requiring the isolation of an activated acid derivative prior to esterification. This method is also suitable for preparing labelled phospholipids other than phosphatidylcholine, provided that free or unmasked amino or hydroxyl groups are absent in the molecule.

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