Synthesis of benzofurazan derivatization reagents for short chain carboxylic acids in liquid chromatography/electrospray ionization-tandem mass spectrometry (LC/ESI-MS/MS)

Biomed Chromatogr. 2009 Apr;23(4):443-6. doi: 10.1002/bmc.1124.

Abstract

Benzofurazan derivatization reagents, 4-[2-(N,N-dimethylamino)ethylaminosulfonyl]-7-(2-aminopentylamino)-2,1,3-benzoxadiazole (DAABD-AP) and 4-[2-(N,N-dimethylamino) ethylaminosulfonyl]-7-(2-aminobutylamino)-2,1,3-benzoxadiazole (DAABD-AB), for short-chain carboxylic acids in liquid chromatography/electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS) were synthesized. These reagents reacted with short chain carboxylic acids in the presence of the condensation reagents at 60 degrees C for 60 min. The generated derivatives were separated on the reversed-phase column and detected by ESI-MS/MS with the detection limits of 0.1-0.12 pmol on column. Upon collision-induced dissociation, a single and intense product ion at m/z 151 was observed. These results indicated that DAABD-AP and DAABD-AB are suitable as the derivatization reagents in LC/ESI-MS/MS analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoxazoles / chemistry*
  • Carboxylic Acids / analysis*
  • Carboxylic Acids / chemistry
  • Chromatography, High Pressure Liquid*
  • Oxadiazoles / chemical synthesis*
  • Spectrometry, Mass, Electrospray Ionization*
  • Sulfonamides / chemical synthesis*
  • Tandem Mass Spectrometry*

Substances

  • 4-(2-(N,N-dimethylamino)ethylaminosulfonyl)-7-(2-aminoethylamino)-2,1,3-benzoxadiazole
  • Benzoxazoles
  • Carboxylic Acids
  • Oxadiazoles
  • Sulfonamides
  • benzofurazan