A new fluorogenic transformation: development of an optical probe for coenzyme Q

Org Lett. 2005 Jun 9;7(12):2417-20. doi: 10.1021/ol0507569.

Abstract

[reaction: see text] A new fluorogenic transformation based on a quinone reduction/lactonization sequence has been developed and evaluated as a tool for probing redox phenomena in a biochemical context. The probe presented herein is an irreversible redox probe and is reduced selectively by biologically relevant quinols such as ubiquinol but is inert to reduced nicotinamides (e.g., NADH). The ensuing cyclization is fast and quantitative and provides a measurable optical response.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Fluorescent Dyes / chemistry*
  • Molecular Structure
  • Niacinamide / analogs & derivatives
  • Niacinamide / chemistry
  • Oxidation-Reduction
  • Ubiquinone / analogs & derivatives*
  • Ubiquinone / chemistry

Substances

  • Fluorescent Dyes
  • Ubiquinone
  • Niacinamide
  • ubiquinol