Biochemical characterization of the interaction of lipid phosphoric acids with human platelets: comparison with platelet activating factor

Arch Biochem Biophys. 1994 Jun;311(2):358-68. doi: 10.1006/abbi.1994.1249.

Abstract

A series of lipid phosphoric acids, including 1-O-alkyl-2-lyso-glycerophosphoric acid, 1-O-acyl-2-lyso-glycerophosphoric acid, hexadecylpropanediolphosphoric acid, N-acyl-2-aminoethanolphosphoric acid, sphingosine phosphoric acid, and certain homologues and analogues, were synthesized and characterized by thin-layer chromatography, fast-atom bombardment mass spectrometry, and their ability to aggregate human platelets. The presence of a receptor for these lipid phosphoric acids that is distinct from the PAF receptor is strongly suggested from experiments involving a desensitization procedure, platelet-activating factor (PAF) receptor antagonists, and inhibitors of the lipid phosphoric acids. The unique features of the interaction of these lipid phosphoric acids with platelets include: (a) evidence for a separate receptor(s) for this diverse group of synthetic compounds, (b) no requirement for stereospecificity (i.e., no glycerol backbone), and (c) a structural requirement for a long-chain hydrocarbon residue covalently bound to a phosphoric acid residue. In the interaction of these compounds with the platelet, it is mandatory that extracellular Ca2+ and ADP be present for maximum biological activity. The potential involvement of a lipid phosphoric acid receptor, which could form a component of the activation pathway associated with various lysophospholipids and analogues, such as PAF, via a phospholipase D activation, is discussed.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Blood Platelets / drug effects
  • Blood Platelets / metabolism*
  • Humans
  • In Vitro Techniques
  • Indicators and Reagents
  • Molecular Structure
  • Phosphatidylethanolamines / chemistry
  • Phospholipids / chemical synthesis
  • Phospholipids / chemistry*
  • Phospholipids / pharmacology*
  • Platelet Activating Factor / pharmacology*
  • Platelet Aggregation / drug effects*
  • Receptors, Cell Surface / drug effects
  • Receptors, Cell Surface / metabolism
  • Spectrometry, Mass, Fast Atom Bombardment
  • Structure-Activity Relationship

Substances

  • Indicators and Reagents
  • Phosphatidylethanolamines
  • Phospholipids
  • Platelet Activating Factor
  • Receptors, Cell Surface