Electrospray ionization mass spectrometric method for the determination of cannabinoid precursors: N-acylethanolamine phospholipids (NAPEs)

J Mass Spectrom. 1999 Jul;34(7):761-7. doi: 10.1002/(SICI)1096-9888(199907)34:7<761::AID-JMS832>3.0.CO;2-R.

Abstract

N-Acylethanolamine phospholipids (NAPEs) serve as endogenous precursors of N-acylethanolamines (NAEs), e.g. N-arachidonoylethanolamine (anandamide) and N-palmitoylethanolamine that are endogenous ligands of cannabinoid receptors. Under physiological conditions, NAPE is found in very low concentrations in mammalian tissue (3-12 nmol g(-1)). However, pathophysiological conditions may increase the endogenous NAPE levels, which again may cause an increase in endocannabinoid concentrations. This paper presents a simple and selective method for the determination of NAPE standards using negative electrospray ionization mass spectrometry (ESI-MS). The procedure provides complete positioning of all acyl and alkenyl groups contained in each NAPE species. The calibration curve for standard NAPE was linear over the range 100 fmol-50 pmol (0.1-50 ng) per injection. The lower limit of detection (signal-to-noise ratio of 3) was 100 fmol, implying that this method is superior to previous methods for the determination of NAPE. These results suggest that this ESI-MS method can be used to identify and quantify NAPE species in mammalian tissues and provide information on the corresponding NAEs to be released from the endogenous NAPE pool.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Brain / metabolism
  • Cannabinoid Receptor Modulators
  • Cannabinoids / biosynthesis
  • Cannabinoids / chemistry*
  • Cannabinoids / metabolism
  • Cattle
  • Ethanolamines / analysis
  • Ethanolamines / chemistry*
  • Ligands
  • Mass Spectrometry / methods
  • Molecular Structure
  • Phospholipids / analysis
  • Phospholipids / chemistry*
  • Receptors, Cannabinoid
  • Receptors, Drug / metabolism

Substances

  • Cannabinoid Receptor Modulators
  • Cannabinoids
  • Ethanolamines
  • Ligands
  • N-acylethanolamines
  • Phospholipids
  • Receptors, Cannabinoid
  • Receptors, Drug