Measurement of 4,5-dioxovaleric acid by high-performance liquid chromatography and fluorescence detection

J Chromatogr B Biomed Sci Appl. 1999 Jun 11;729(1-2):237-43. doi: 10.1016/s0378-4347(99)00153-x.

Abstract

In this work we describe a sensitive method for the detection of 4,5-dioxovaleric acid (DOVA). 4,5-Dioxovaleric acid is derivatized with 2,3-diaminonaphthalene to form 3-(benzoquinoxalinyl-2)propionic acid (BZQ), a product with favorable UV absorbance and fluorescence properties. The high-performance liquid chromatographic method with UV absorbance and fluorescence detection is simple and its detection limit is approximately 100 fmol. This method was used to detect 4,5-dioxovaleric acid formation during metal-catalyzed 5-aminolevulinic acid (ALA) oxidation. Iron and ferritin were active in the formation of 4,5-dioxovaleric acid in the presence of 5-aminolevulinic acid. In addition, HPLC-MS-MS assay was used to characterize BZQ. The determination of 4,5-dioxovaleric acid is of great interest for the study of the mechanism of the metal-catalyzed damage of biomolecules by 5-aminolevulinic acid. This reaction may play a role in carcinogenesis after lead intoxication. The high frequency of liver cancer in acute intermittent porphyria patients may also be due to this reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, High Pressure Liquid / methods*
  • Genetic Carrier Screening
  • Humans
  • Mass Spectrometry
  • Porphyrias / diagnosis
  • Spectrometry, Fluorescence
  • Spectrophotometry, Ultraviolet
  • Valerates / analysis*

Substances

  • Valerates
  • 4,5-dioxovaleric acid