Enzymatic synthesis of [3H]Cytidine 5'-diphospho-1, 2-diacyl-sn-glycerol

Anal Biochem. 1998 Apr 10;258(1):48-52. doi: 10.1006/abio.1997.2559.

Abstract

Cytidine 5'-diphospho-1,2-diacyl-sn-glycerol (CDP-diacylglycerol; CDP-DG) is an important intermediate in the biosynthesis of the major glycerophosphate-based phospholipids of prokaryotes and eukaryotes. This compound is expensive to purchase and inefficient to prepare chemically. Radiolabeled CDP-diacylglycerol is unavailable commercially. We describe a simple and inexpensive method to synthesize [3H]CDP-DG enzymatically. The three-step enzymatic procedure includes phosphorylation of [3H]glycerol to sn-[3H]glycerol 3-phosphate (G3P) by glycerokinase,acylation of [3H]G3P to [3H]phosphatidic acid (PA) by G3P acyltransferase, and conversion of [3H]PA and CTP to [3H]CDP-DG by CDP-DG synthase. This procedure is considerably less labor intensive and less expensive than is chemical synthesis, and the yield is at least 30%.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Acylation
  • CDPdiacylglycerol-Serine O-Phosphatidyltransferase / metabolism
  • Cytidine Diphosphate Diglycerides / biosynthesis*
  • Cytidine Diphosphate Diglycerides / chemistry
  • Cytidine Triphosphate / metabolism
  • Escherichia coli / metabolism
  • Glycerol / metabolism
  • Glycerol Kinase / metabolism
  • Glycerol-3-Phosphate O-Acyltransferase / metabolism
  • Glycerophosphates / metabolism
  • Membrane Proteins*
  • Phosphatidic Acids / metabolism
  • Phosphorylation
  • Saccharomyces cerevisiae / metabolism
  • Transferases (Other Substituted Phosphate Groups) / metabolism
  • Tritium

Substances

  • Cytidine Diphosphate Diglycerides
  • Glycerophosphates
  • Membrane Proteins
  • Phosphatidic Acids
  • Tritium
  • Cytidine Triphosphate
  • alpha-glycerophosphoric acid
  • Glycerol-3-Phosphate O-Acyltransferase
  • Glycerol Kinase
  • Transferases (Other Substituted Phosphate Groups)
  • cardiolipin synthetase
  • CDPdiacylglycerol-Serine O-Phosphatidyltransferase
  • Glycerol