Abstract
2-(Linoleoylamino)-1,3-propanediol, a monoglyceride analog, was synthesized from L-serine and characterized by TLC and gas chromatography, IR spectroscopy and mass spectrometry. After oral application to rats there was an accumulation, almost exclusively in the liver, of triglyceride, diglyceride, phosphatidylcholine and phosphatidylethanolamine analogues with amide-bound linoleic acid. Small amounts of triglyceride analogues could be detected in the adipose tissue. The analogues were chromatographically isolated using in addition enzymatic and non-enzymatic hydrolysis procedures. The amide-bound fatty acid of 2-(linoleoylamino)-1,3-propanediol can be absorbed and metabolized intact. Phosphoglyceride analogues are probably formed by the CDP-choline and CDP-ethanolamine pathway from diglyceride analogues. Phosphatidylcholine and its analogues disclosed a similar composition of the 1-O-acyl fatty acids. Apparently analogues have in vivo similar substrate properties to hydrolases and acyltransferases as their natural counterparts.

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