Stereospecific analysis of triacylglycerols via racemic phosphatidylcholines and phospholipase C

Can J Biochem. 1979 Feb;57(2):117-24. doi: 10.1139/o79-015.

Abstract

A method of simultaneous determination of stereospecific distribution and molecular association of acyl groups in triacylglycerols has been developed. The analysis is based on a random generation of rac-1,2-diacylglycerols by Grignard degradation, synthesis of rac-phosphatidylcholines, and a stereospecific stepwise release of 1,2-sn- and 2,3-sn-diacylglycerols by phospholipase C. The exact structure of the original triacylglycerols is reconstituted on the basis of complete analysis of the molecular species of the 1,2-sn- and 2,3-sn-diacylglycerols as the tertiary-butyldimethylsilyl ethers by gas chromatography with mass spectrometry. The validity of the method is demonstrated by analyses of synthetic triacylglycerols of known structure. A practical application is illustrated by determination of the fatty acid distribution in lard.

MeSH terms

  • Diglycerides
  • Fats / analysis
  • Phosphatidylcholines*
  • Phospholipases*
  • Stereoisomerism
  • Structure-Activity Relationship
  • Triglycerides*

Substances

  • Diglycerides
  • Fats
  • Phosphatidylcholines
  • Triglycerides
  • Phospholipases