Phospholipid-linked coumarin: a fluorescent probe for sensing hydroxyl radicals in lipid membranes

Anal Sci. 2008 Feb;24(2):293-6. doi: 10.2116/analsci.24.293.

Abstract

A fluorescent probe, DPPEC (1,2-dipalmitoylglycerophosphorylethanolamine labeled with coumarin) was developed for detecting hydroxyl radical (*OH) in lipid membranes. The coumarin moiety contributes to the fluorescent detection of *OH and the phospholipids moiety gives a driving force to localize the probe in lipid membranes. DPPEC in liposomal membranes rapidly reacted with *OH and increased the fluorescence intensity, depending on the concentration of *OH. The increase in the fluorescence intensity induced by *OH was effectively suppressed by the addition of DMSO. The probe exhibited a higher fluorescence response to *OH over other reactive oxygen species, such as hydrogen peroxide, nitric oxide, peroxynitrite, alkylperoxyl radical, and hypochlorite. DPPEC would be useful as a new type of fluorescent probe that can localize in lipid membranes and detect *OH efficiently.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Coumarins / chemistry*
  • Ethanolamines / chemical synthesis
  • Ethanolamines / chemistry*
  • Fluorescent Dyes / chemistry*
  • Glycerol / analogs & derivatives*
  • Glycerol / chemical synthesis
  • Glycerol / chemistry
  • Hydroxyl Radical / analysis*
  • Liposomes / chemistry*
  • Membranes, Artificial*
  • Molecular Structure
  • Phospholipids / chemical synthesis
  • Phospholipids / chemistry*
  • Reproducibility of Results
  • Time Factors

Substances

  • 1,2-dipalmitoylglycerophosphorylethanolamine
  • Coumarins
  • Ethanolamines
  • Fluorescent Dyes
  • Liposomes
  • Membranes, Artificial
  • Phospholipids
  • Hydroxyl Radical
  • coumarin
  • Glycerol