Synthesis of benzofurazan derivatization reagents for carboxylic acids and its application to analysis of fatty acids in rat plasma by high-performance liquid chromatography-electrospray ionization mass spectrometry

Biomed Chromatogr. 2005 Dec;19(10):802-8. doi: 10.1002/bmc.523.

Abstract

The derivatization regents for carboxylic acids, DAABD-AE (4-[2-(N,N-dimethylamino)ethylaminosulfonyl]7-(2-aminoethylamino)-2,1,3-benzoxadiazole), MePZBD-AE ([4-(4-N-methyl)piperazinosulfonyl]-7-(2-aminoethylamino)-2,1,3-benzoxadiazole) and APZBD-NHMe ([4-(4-N-aminoethyl)piperazinosulfonyl]-7-methylamino-2,1,3-benzoxadiazole) were developed for electrospray ionization-mass spectrometry (ESI-MS). The derivatization reaction with fatty acids was completed at 60 degrees C within 30 min. The derivatives of fatty acids were separated on a reversed-phase column and detected with ESI-MS. The detection limits attained for fatty acids were femtomol range and the calibration curves were linear over the range from 0.1 to 100 pmol (r2 > 0.992) for DAABD-AE and MePZBD-AE. DAABD-NHMe was applied to the analysis of fatty acids in rat plasma samples.

MeSH terms

  • Animals
  • Benzofurans / chemical synthesis*
  • Benzofurans / chemistry
  • Carboxylic Acids / chemistry*
  • Chromatography, High Pressure Liquid / methods*
  • Fatty Acids / blood*
  • Fatty Acids / chemistry*
  • Fatty Acids / isolation & purification
  • Indicators and Reagents / chemical synthesis*
  • Indicators and Reagents / chemistry
  • Oxadiazoles / chemical synthesis
  • Oxadiazoles / chemistry
  • Rats
  • Rats, Inbred WKY
  • Spectrometry, Mass, Electrospray Ionization / methods*
  • Sulfonamides / chemical synthesis
  • Sulfonamides / chemistry

Substances

  • (4-(4-N-aminoethyl)piperazinosulfonyl)-7-methylamino-2,1,3-benzoxadiazole
  • (4-(4-N-methyl)piperazinosulfonyl)-7-(2-aminoethylamino)-2,1,3-benzoxadiazole
  • 4-(2-(N,N-dimethylamino)ethylaminosulfonyl)-7-(2-aminoethylamino)-2,1,3-benzoxadiazole
  • Benzofurans
  • Carboxylic Acids
  • Fatty Acids
  • Indicators and Reagents
  • Oxadiazoles
  • Sulfonamides