Determination of aliphatic thiols by fluorometric high-performance liquid chromatography after precolumn derivatization with 2-(4-N-maleimidophenyl)-6-methylbenzothiazole

Pharm Res. 1995 Jan;12(1):155-60. doi: 10.1023/a:1016267527062.

Abstract

A sensitive, fluorometric high-performance liquid chromatographic method for the detection of aliphatic thiols, following pre-column derivatization with 2-(4-N-maleimidophenyl)-6-methylbenzothiazole, has been developed. The N-maleimide, the acid and the methyl ester derivatives of the commercially available 2-(4-aminophenyl)-6-methylbenzothiazole were synthesized and found to be equally effective for the precolumn derivatization procedure. The resulting fluorescentic derivatives of aliphatic thiols were separated on a reversed-phase column (Ultrasphere-ODS) using 0.1% hexane-sulfonic acid in 10 mM potassium hydrogen phosphate: acetonitrile (65:35) as a mobile phase and were detected fluorometrically (excitation 320 nm; emission 405 nm). The method is highly sensitive (femtomole range) and is easily applied for determination of SH-containing drugs and endogenous thiols in biological samples.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Chromatography, High Pressure Liquid / methods
  • Cysteine / analysis
  • Cysteine / pharmacokinetics
  • Fluorometry / methods
  • Glutathione / analysis
  • Glutathione / pharmacokinetics
  • Indicators and Reagents / chemical synthesis*
  • Male
  • Maleimides / chemical synthesis*
  • Rats
  • Rats, Sprague-Dawley
  • Sensitivity and Specificity
  • Sulfhydryl Compounds / analysis*
  • Sulfhydryl Compounds / pharmacokinetics
  • Thiazoles / chemical synthesis*
  • Tissue Distribution

Substances

  • 2-(4-N-maleimidophenyl)-6-methylbenzothiazole
  • Indicators and Reagents
  • Maleimides
  • Sulfhydryl Compounds
  • Thiazoles
  • Glutathione
  • Cysteine