Oxidation of 7,8-dihydroneopterin by hypochlorous acid yields neopterin

Biochem Biophys Res Commun. 2000 Aug 28;275(2):307-11. doi: 10.1006/bbrc.2000.3323.

Abstract

In vitro, interferon-gamma stimulates primate monocytes/macrophages to produce the pteridines neopterin and 7,8-dihydroneopterin. These pteridines are capable of modulating the oxidative potential of reactive species. Neopterin is pro-oxidative whereas 7, 8-dihydroneopterin is an effective antioxidant. In the presence of oxygen, 7,8-dihydroneopterin is rapidly oxidized and after loosing the side chain 7,8-dihydroxanthopterin is formed. It is considered that under physiological conditions, 7,8-dihydroneopterin cannot be a source for neopterin production. In this study it is demonstrated that hypochlorous acid is capable to oxidize 7,8-dihydroneopterin yielding neopterin. Neopterin is less affected by hypochlorous acid, and in a mixture of both pteridines similar to the in vivo situation, only 7,8-dihydroneopterin is oxidized, thereby increasing the ratio towards neopterin. The findings may beat relevance for the in vivo situation since hypochlorous acid shifts the neopterin/7, 8-dihydroneopterin ratio towards the side of neopterin, hence probably increasing the oxidative potential in a micro-environment.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, High Pressure Liquid
  • Hypochlorous Acid / chemistry*
  • Neopterin / chemical synthesis*
  • Oxidation-Reduction
  • Pteridines / chemistry*
  • Radioimmunoassay

Substances

  • Pteridines
  • 7,8-dihydroneopterin
  • Neopterin
  • Hypochlorous Acid