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Synthesis of 1‐O‐[hexadecyl‐1′,2′‐ 3 H]hexadecyl 2‐acetyl‐sn‐glyceryl 3‐phosphorylcholine and 1‐O‐alkyl [ 32 P]lysophosphatidycholine
Author(s) -
Do Un Hoi,
Hong Yang,
Tam Peter,
Srinivasan Puliyur
Publication year - 1996
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/(sici)1099-1344(199602)38:2<117::aid-jlcr829>3.0.co;2-4
Subject(s) - chemistry , lysophosphatidylcholine , phosphatidylcholine , alkyl , phosphorylcholine , ether , acetylation , hydrolysis , chromatography , phospholipid , organic chemistry , biochemistry , membrane , gene
1‐O‐[hexadecyl‐1′,2′‐ 3 H]Hexadecyl 2‐acetyl‐sn‐glyceryl 3‐phosphorylcholine (GPC) was prepared by acetylation of 1‐O‐alkenyl lysophosphatidylcholine, reduction of the alkenyl lipid with tritium gas over palladium oxide, and separation of molecular species of 1‐O‐[ 3 H]alkyl 2‐acetyl GPC by reverse phase thin‐layer chromatography. 1‐O‐Alkyl [ 32 P]lysophosphatidylcholine was prepared by mild alkaline hydrolysis of 1‐O‐alkyl 2‐acyl [ 32 P]phosphatidylcholine, which was enzymatically produced by treating cytidine 5′‐[ 32 P]diphosphocholine with 1‐O‐hexadecyl 2‐acetyl‐sn‐glycerol in the presence of rat liver microsomes. The resulting radiolabeled ether phospholipids possessed high specific radioactivity suitable for metabolic and binding studies.